Skip to main content
SpringerLink
Log in

Carbene Catalysts

  • Chapter
  • First Online:
Asymmetric Organocatalysis

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 291))

Abstract

The use of N-heterocyclic carbenes as catalysts for organic transformations has received increased attention in the past 10 years. A discussion of catalyst development and nucleophilic characteristics precedes a description of recent advancements and new reactions using N-heterocyclic carbenes in catalysis.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Log in via an institution
Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 429.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 549.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 549.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Abbreviations

Ac:

acetyl

Ar:

aryl

BAL:

benzaldehyde lyase

BFD:

benzoylformate decarboxylase

Bmin:

butylmethylimidazolium

Bn:

benzyl

Boc:

tert-butoxycarbonyl

Bz:

benzoyl

Cy:

cyclohexyl

DABCO:

1,4-diazabicyclo[1.2.2]octane

DBU:

1,8-diazabicyclo[2.4.0]undec-7-ene

DCM:

dichloromethane

DIPEA:

diisopropylethylamine

DMF:

N,N-dimethylformamide

DMSO:

dimethylsulfoxide

Et:

ethyl

HOAt:

1-hydroxy-7-azabenzotriazole

i-Pr:

isopropyl

KHMDS:

potassium bis(trimethylsiyl)amide

KPi:

buffer potassium phosphate buffer

Me:

methyl

Mes:

mesityl (2,4,6-trimethylphenyl)

Ms methanesulfonyl (mesyl)MS:

molecular sieves

LiHMDS:

lithium bis(trimethylsilyl)amide

n-Bu:

normal-butyl

n-Hexnormal-hexyln-Pr:

normal-propyl

NHC:

N-heterocyclic carbene

PEMP:

pentamethylpiperidine

Ph:

phenyl

Pr:

propyl

TBS:

tert-butyldimethylsilyl

t-Bu:

tert-butyl

TES:

triethylsilyl

Tf:

trifluoromethanesulfonyl (triflyl)

ThDP:

thiamin diphosphate

THF:

tetrahydrofuran

TIPS:

triisopropylsilyl

TMS:

trimethylsilyl

Tol:

para-tolyl

Ts:

para-toluenesulfonyl (tosyl)

References

  1. Arduengo AJ III, Harlow RL, Kline M (1991) J Am Chem Soc 113:361

    Article  CAS  Google Scholar 

  2. Ukai T, Tanaka R, Dokawa T (1943) J Pharm Soc Jpn 63:296

    CAS  Google Scholar 

  3. Sheehan JC, Hunneman DH (1966) J Am Chem Soc 88:3666

    Article  CAS  Google Scholar 

  4. Enders D, Balensiefer T (2004) Acc Chem Res 37:534

    Article  CAS  Google Scholar 

  5. Christmann M (2005) Angew Chem Int Ed Engl 44:2632

    Article  CAS  Google Scholar 

  6. Johnson JS (2004) Angew Chem Int Ed Engl 43:1326

    Article  CAS  Google Scholar 

  7. Nair V, Bindu S, Sreekumar V (2004) Angew Chem Int Ed Engl 43:5130

    Article  CAS  Google Scholar 

  8. Zeitler K (2005) Angew Chem Int Ed Engl 44:7506

    Article  CAS  Google Scholar 

  9. Ikunaka M (2007) Org Process Res Dev 11:495

    Article  CAS  Google Scholar 

  10. Marion N, Diez-Gonzalez S, Nolan SP (2007) Angew Chem Int Ed Engl 46:2988

    Article  CAS  Google Scholar 

  11. de Figueiredo RM, Christmann M (2007) Eur J Org Chem 2575

    Google Scholar 

  12. Guillena G, Ramon DJ (2006) Tetrahedron Asymmetry 17:1465

    Article  CAS  Google Scholar 

  13. Seayad J, List B (2005) Org Bio Chem 3:719

    Article  CAS  Google Scholar 

  14. Regitz M (1996) Angew Chem Int Ed Engl 35:725

    Article  CAS  Google Scholar 

  15. Tomioka H (1997) Acc Chem Res 30:315

    Article  CAS  Google Scholar 

  16. Bourissou D, Guerret O, Gabbaie FP, Bertrand G (2000) Chem Rev (Washington, D.C.) 100:39

    CAS  Google Scholar 

  17. Herrmann WA, Kocher C (1997) Angew Chem Int Ed Engl 36:2162

    Article  CAS  Google Scholar 

  18. Nemirowski A, Schreiner PR (2007) J Org Chem 72:9533

    Article  CAS  Google Scholar 

  19. Wanzlick HW (1962) Angew Chem 74:129

    Article  CAS  Google Scholar 

  20. Igau A, Grutzmacher H, Baceiredo A, Bertrand G (1988) J Am Chem Soc 110:6463

    Article  CAS  Google Scholar 

  21. Arduengo AJ III, Dias HVR, Harlow RL, Kline M (1992) J Am Chem Soc 114:5530

    Article  CAS  Google Scholar 

  22. Enders D, Breuer K, Raabe G, Runsink J, Teles JH, Melder J-P, Ebel K, Brode S (1995) Angew Chem Int Ed Engl 34:1021

    Article  CAS  Google Scholar 

  23. Peris E, Loch JA, Mata J, Crabtree RH (2001) Chem Comm 201

    Google Scholar 

  24. Briot A, Bujard M, Gouverneur V, Nolan SP, Mioskowski C (2000) Org Lett 2:1517

    Article  CAS  Google Scholar 

  25. Herrmann WA (2002) Angew Chem Int Ed Engl 41:1291

    Google Scholar 

  26. Wohler F, Liebig J (1832) Ann Pharm 3:249

    Article  Google Scholar 

  27. Seebach D (1979) Angew Chem 91:259

    Article  CAS  Google Scholar 

  28. Lapworth A (1903) J Chem Soc Trans 83:995

    Article  CAS  Google Scholar 

  29. Breslow R (1958) J Am Chem Soc 80:3719

    Article  CAS  Google Scholar 

  30. Buck JS, Ide WS (1931) J Am Chem Soc 53:2350

    Article  CAS  Google Scholar 

  31. Sheehan JC, Hara T (1974) J Org Chem 39:1196

    Article  CAS  Google Scholar 

  32. Tagaki W, Tamura Y, Yano Y (1980) Bull Chem Soc Jpn 53:478

    Article  CAS  Google Scholar 

  33. Marti J, Castells J, Lopez-Calahorra F (1993) Tetrahedron Lett 34:521

    Article  CAS  Google Scholar 

  34. Yamashita K, Sasaki S, Osaki T, Nango M, Tsuda K (1995) Tetrahedron Lett 36:4817

    CAS  Google Scholar 

  35. Enders D, Breuer K, Teles JH (1996) Helv Chim Acta 79:1217

    Article  CAS  Google Scholar 

  36. Knight RL, Leeper FJ (1997) Tetrahedron Lett 38:3611

    Article  CAS  Google Scholar 

  37. Gerhard AU, Leeper FJ (1997) Tetrahedron Lett 38:3615

    Article  CAS  Google Scholar 

  38. Dvorak CA, Rawal VH (1998) Tetrahedron Lett 39:2925

    Article  CAS  Google Scholar 

  39. Knight RL, Leeper FJ (1998) J Chem Soc Perkin Trans 1:1891

    Article  Google Scholar 

  40. Tachibana Y, Kihara N, Takata T (2004) J Am Chem Soc 126:3438

    Article  CAS  Google Scholar 

  41. Enders D, Kallfass U (2002) Angew Chem Int Ed Engl 41:1743

    Article  CAS  Google Scholar 

  42. Dudding T, Houk KN (2004) Proc Natl Acad Sci USA 101:5770

    Article  CAS  Google Scholar 

  43. Dunkelmann P, Kolter-Jung D, Nitsche A, Demir AS, Siegert P, Lingen B, Baumann M, Pohl M, Muller M (2002) J Am Chem Soc 124:12084

    Article  CAS  Google Scholar 

  44. Iding H, Dunnwald T, Greiner L, Liese A, Muller M, Siegert P, Grotzinger J, Demir AS, Pohl M (2000) Chem Eur J 6:1483

    Article  CAS  Google Scholar 

  45. Bausch CC, Johnson JS (2004) J Org Chem 69:4283

    Article  CAS  Google Scholar 

  46. Linghu X, Bausch CC, Johnson JS (2005) J Am Chem Soc 127:1833

    Article  CAS  Google Scholar 

  47. Linghu X, Johnson JS (2003) Angew Chem Int Ed Engl 42:2534

    Article  CAS  Google Scholar 

  48. Linghu X, Potnick JR, Johnson JS (2004) J Am Chem Soc 126:3070

    Article  CAS  Google Scholar 

  49. Hachisu Y, Bode JW, Suzuki K (2003) J Am Chem Soc 125:8432

    Article  CAS  Google Scholar 

  50. Enders D, Niemeier O, Balensiefer T (2006) Angew Chem Int Ed Engl 45:1463

    Article  CAS  Google Scholar 

  51. Takikawa H, Hachisu Y, Bode JW, Suzuki K (2006) Angew Chem Int Ed Engl 45:3492

    Article  CAS  Google Scholar 

  52. Takikawa H, Suzuki K (2007) Org Lett 9:2713

    Article  CAS  Google Scholar 

  53. Murry JA, Frantz DE, Soheili A, Tillyer R, Grabowski EJ, Reider PJ (2001) J Am Chem Soc 123:9696

    Article  CAS  Google Scholar 

  54. Frantz DE, Morency L, Soheili A, Murry JA, Grabowski EJJ, Tillyer RD (2004) Org Lett 6:843

    Article  CAS  Google Scholar 

  55. Mattson AE, Scheidt KA (2004) Org Lett 6:4363

    Article  CAS  Google Scholar 

  56. Mennen SM, Gipson JD, Kim YR, Miller SJ (2005) J Am Chem Soc 127:1654

    Article  CAS  Google Scholar 

  57. Stetter H, Schrecke M (1973) Tetrahedron Lett 1461

    Google Scholar 

  58. Stetter H, Schrecke M (1973) Angew Chem Int Ed Engl 12:81

    Article  Google Scholar 

  59. Stetter H, Schreckenberg M (1973) Angew Chem 85:89

    Article  CAS  Google Scholar 

  60. Stetter H (1976) Angew Chem 88:695

    Article  CAS  Google Scholar 

  61. Stetter H, Kuhlmann H (1991) Org React (New York) 40:407

    CAS  Google Scholar 

  62. Yadav JS, Anuradha K, Reddy BVS, Eeshwaraiah B (2003) Tetrahedron Lett 44:8959

    Article  CAS  Google Scholar 

  63. Raghavan S, Anuradha K (2002) Tetrahedron Lett 43:5181

    Article  CAS  Google Scholar 

  64. Ciganek E (1995) Synthesis 1311

    Google Scholar 

  65. Enders D, Breuer K, Runsink J, Teles JH (1996) Helv Chim Acta 79:1899

    Article  CAS  Google Scholar 

  66. Kerr MS, Read de Alaniz J, Rovis T (2002) J Am Chem Soc 124:10298

    Article  CAS  Google Scholar 

  67. Rovis T (2008) Chem Lett 37:2

    Article  CAS  Google Scholar 

  68. Cullen SC, Rovis T (2008) Org Lett 10:3141

    Google Scholar 

  69. Read de Alaniz J, Kerr MS, Moore JL, Rovis T (2008) J Org Chem 73:2033

    Article  CAS  Google Scholar 

  70. Kerr MS, Rovis T (2003) Synlett 1934

    Google Scholar 

  71. Kerr MS, Rovis T (2004) J Am Chem Soc 126:8876

    Article  CAS  Google Scholar 

  72. Moore JL, Kerr MS, Rovis T (2006) Tetrahedron 62:11477

    Article  CAS  Google Scholar 

  73. Read de Alaniz J, Rovis T (2005) J Am Chem Soc 127:6284

    Article  CAS  Google Scholar 

  74. Reynolds NT, Rovis T (2005) Tetrahedron 61:6368

    Article  CAS  Google Scholar 

  75. Liu Q, Rovis T (2006) J Am Chem Soc 128:2552

    Article  CAS  Google Scholar 

  76. Liu Q, Rovis T (2007) Org Process Res Dev 11:598

    Article  CAS  Google Scholar 

  77. Pesch J, Harms K, Bach T (2004) Eur J Org Chem 2025

    Google Scholar 

  78. Mennen SM, Blank JT, Tran-Dube MB, Imbriglio JE, Miller SJ (2005) Chem Comm 195

    Google Scholar 

  79. Matsumoto Y, Tomioka K (2006) Tetrahedron Lett 47:5843

    Article  CAS  Google Scholar 

  80. Enders D, Breuer K (1999) In: Jacobsen EN, Pfaltz A, Yamamoto H (eds) Comprehensive asymmetric catalysis III. Springer, Berlin Heidelberg New York, p 1093

    Google Scholar 

  81. Nahm MR, Linghu X, Potnick JR, Yates CM, White PS, Johnson JS (2005) Angew Chem Int Ed Engl 44:2377

    Article  CAS  Google Scholar 

  82. Nahm MR, Potnick JR, White PS, Johnson JS (2006) J Am Chem Soc 128:2751

    Article  CAS  Google Scholar 

  83. Mattson AE, Bharadwaj AR, Scheidt KA (2004) J Am Chem Soc 126:2314

    Article  CAS  Google Scholar 

  84. Mattson AE, Bharadwaj AR, Zuhl AM, Scheidt KA (2006) J Org Chem 71:5715

    Article  CAS  Google Scholar 

  85. Braun RU, Mueller TJJ (2004) Synthesis 2391

    Google Scholar 

  86. Braun RU, Zeitler K, Mueller TJJ (2001) Org Lett 3:3297

    Article  CAS  Google Scholar 

  87. Bharadwaj AR, Scheidt KA (2004) Org Lett 6:2465

    Article  CAS  Google Scholar 

  88. Nemoto T, Fukuda T, Hamada Y (2006) Tetrahedron Lett 47:4365

    Article  CAS  Google Scholar 

  89. Mattson AE, Zuhl AM, Reynolds TE, Scheidt KA (2006) J Am Chem Soc 128:4932

    Article  CAS  Google Scholar 

  90. Wasnaire P, de Merode T, Marko IE (2007) Chem Comm 4755

    Google Scholar 

  91. Suzuki Y, Toyota T, Imada F, Sato M, Miyashita A (2003) Chem Comm 1314

    Google Scholar 

  92. Suzuki Y, Ota S, Fukuta Y, Ueda Y, Sato M (2008) J Org Chem 73:2420

    Article  CAS  Google Scholar 

  93. Stetter H, Kuhlmann H (1975) Synthesis 379

    Google Scholar 

  94. Galopin CC (2001) Tetrahedron Lett 42:5589

    Article  CAS  Google Scholar 

  95. Trost BM, Shuey CD, DiNinno F Jr (1979) J Am Chem Soc 101:1284

    Article  CAS  Google Scholar 

  96. Li JJ, Douglas SJ, Sliskovic DR, Roth BD (2004) Atorvastatin calcium. Wiley-Interscience, Hoboken, NJ, Chap 9

    Google Scholar 

  97. Baumann KL, Butler DE, Deering CF, Mennen KE, Millar A, Nanninga TN, Palmer CW, Roth BD (1992) Tetrahedron Lett 33:2283

    Article  CAS  Google Scholar 

  98. Roth BD, Blankley CJ, Chucholowski AW, Ferguson E, Hoefle ML, Ortwine DF, Newton RS, Sekerke CS, Sliskovic DR, Stratton CD (1991) J Med Chem 34:357

    Article  CAS  Google Scholar 

  99. Harrington PE, Tius MA (1999) Org Lett 1:649

    Article  CAS  Google Scholar 

  100. Harrington PE, Tius MA (2001) J Am Chem Soc 123:8509

    Article  CAS  Google Scholar 

  101. Anjaiah S, Chandrasekhar S, Gree R (2004) Adv Syn Cat 346:1329

    Article  CAS  Google Scholar 

  102. Nicolaou KC, Tang YF, Wang JH (2007) Chem Comm 1922

    Google Scholar 

  103. Orellana A, Rovis T (2008) Chem Comm 730

    Google Scholar 

  104. Castells J, Llitjos H, Morenomanas M (1977) Tetrahedron Lett 205

    Google Scholar 

  105. Miyashita A, Matsuda H, Higashino T (1992) Chem Pharm Bull 40:2627

    CAS  Google Scholar 

  106. Miyashita A, Matsuda H, Iijima C, Higashino T (1992) Chem Pharm Bull 40:43

    CAS  Google Scholar 

  107. Miyashita A, Suzuki Y, Iwamoto K-I, Higashino T (1998) Chem Pharm Bull 46:390

    CAS  Google Scholar 

  108. Wallach O (1873) Dtsch Chem Ges 6:114

    Article  Google Scholar 

  109. Chow KY-K, Bode JW (2004) J Am Chem Soc 126:8126

    Article  CAS  Google Scholar 

  110. Reynolds NT, Read de Alaniz J, Rovis T (2004) J Am Chem Soc 126:9518

    Article  CAS  Google Scholar 

  111. Sohn SS, Bode JW (2005) Org Lett 7:3873

    Article  CAS  Google Scholar 

  112. Chan A, Scheidt KA (2005) Org Lett 7:905

    Article  CAS  Google Scholar 

  113. Sohn SS, Bode JW (2006) Angew Chem Int Ed 45:6021

    Article  CAS  Google Scholar 

  114. Zeitler K (2006) Org Lett 8:637

    Article  CAS  Google Scholar 

  115. Reynolds NT, Rovis T (2005) J Am Chem Soc 127:16406

    Article  CAS  Google Scholar 

  116. Vora HU, Rovis T (2007) J Am Chem Soc 129:13796

    Article  CAS  Google Scholar 

  117. Bode JW, Sohn SS (2007) J Am Chem Soc 129:13798

    Article  CAS  Google Scholar 

  118. He M, Struble JR, Bode JW (2006) J Am Chem Soc 128:8418

    Article  CAS  Google Scholar 

  119. Struble JR, Kaeobamrung J, Bode JW (2008) Org Lett 10:957

    Article  CAS  Google Scholar 

  120. He M, Uc GJ, Bode JW (2006) J Am Chem Soc 128:15088

    Article  CAS  Google Scholar 

  121. Sohn SS, Rosen EL, Bode JW (2004) J Am Chem Soc 126:14370

    Article  CAS  Google Scholar 

  122. Burstein C, Glorius F (2004) Angew Chem, Int Ed Engl 43:6205

    Article  CAS  Google Scholar 

  123. Burstein C, Tschan S, Xie X, Glorius F (2006) Synthesis 2418

    Google Scholar 

  124. He M, Bode JW (2005) Org Lett 7:3131

    Article  CAS  Google Scholar 

  125. Nair V, Vellalath S, Poonoth M, Mohan R, Suresh E (2006) Org Lett 8:507

    Article  CAS  Google Scholar 

  126. Nair V, Poonoth M, Vellalath S, Suresh E, Thirumalai R (2006) J Org Chem 71:8964

    Article  CAS  Google Scholar 

  127. Nair V, Vellalath S, Poonoth M, Suresh E (2006) J Am Chem Soc 128:8736

    Article  CAS  Google Scholar 

  128. Chiang P-C, Kaeobamrung J, Bode JW (2007) J Am Chem Soc 129:3520

    Article  CAS  Google Scholar 

  129. Wadamoto M, Phillips EM, Reynolds TE, Scheidt KA (2007) J Am Chem Soc 129:10098

    Article  CAS  Google Scholar 

  130. Chan A, Scheidt KA (2007) J Am Chem Soc 129:5334

    Article  CAS  Google Scholar 

  131. Phillips EM, Reynolds TE, Scheidt KA (2008) J Am Chem Soc 130:2416

    Article  CAS  Google Scholar 

  132. Maki BE, Chan A, Phillips EM, Scheidt KA (2007) Org Lett 9:371

    Article  CAS  Google Scholar 

  133. Grasa GA, Gueveli T, Singh R, Nolan SP (2003) J Org Chem 68:2812

    Article  CAS  Google Scholar 

  134. Nyce GW, Lamboy JA, Connor EF, Waymouth RM, Hedrick JL (2002) Org Lett 4:3587

    Article  CAS  Google Scholar 

  135. Grasa GA, Singh R, Nolan SP (2004) Synthesis 971

    Google Scholar 

  136. Grasa GA, Kissling RM, Nolan SP (2002) Org Lett 4:3583

    Article  CAS  Google Scholar 

  137. Singh R, Nolan SP (2005) Chem Comm 5456

    Google Scholar 

  138. Movassaghi M, Schmidt MA (2005) Org Lett 7:2453

    Article  CAS  Google Scholar 

  139. Lai C-L, Lee HM, Hu C-H (2005) Tetrahedron Lett 46:6265

    Article  CAS  Google Scholar 

  140. Suzuki Y, Yamauchi K, Muramatsu K, Sato M (2004) Chem Comm 2770

    Google Scholar 

  141. Suzuki Y, Muramatsu K, Yamauchi K, Morie Y, Sato M (2006) Tetrahedron 62:302

    Article  CAS  Google Scholar 

  142. Kano T, Sasaki K, Maruoka K (2005) Org Lett 7:1347

    Article  CAS  Google Scholar 

  143. Ye W, Cai G, Zhuang Z, Jia X, Zhai H (2005) Org Lett 7:3769

    Article  CAS  Google Scholar 

  144. Connor EF, Nyce GW, Myers M, Moeck A, Hedrick JL (2002) J Am Chem Soc 124:914

    Article  CAS  Google Scholar 

  145. Nyce GW, Glauser T, Connor EF, Moeck A, Waymouth RM, Hedrick JL (2003) J Am Chem Soc 125:3046

    Article  CAS  Google Scholar 

  146. Dove AP, Li H, Pratt RC, Lohmeijer BGG, Culkin DA, Waymouth RM, Hedrick JL (2006) Chem Comm 2881

    Google Scholar 

  147. Coulembier O, Dove AP, Pratt RC, Sentman AC, Culkin DA, Mespouille L, Dubois P, Waymouth RM, Hedrick JL (2005) Angew Chem, Int Ed Engl 44:4964

    Article  CAS  Google Scholar 

  148. Csihony S, Beaudette TT, Sentman AC, Nyce GW, Waymouth RM, Hedrick JL (2004) Adv Syn Cat 346:1081

    Article  CAS  Google Scholar 

  149. Nyce GW, Csihony S, Waymouth RM, Hedrick JL (2004) Chem Eur J 10:4073

    Article  CAS  Google Scholar 

  150. Sentman AC, Csihony S, Waymouth RM, Hedrick JL (2005) J Org Chem 70:2391

    Article  Google Scholar 

  151. Jensen TR, Breyfogle LE, Hillmyer MA, Tolman WB (2004) Chem Comm 2504

    Google Scholar 

  152. Patel D, Liddle ST, Mungur SA, Rodden M, Blake AJ, Arnold PL (2006) Chem Comm 1124

    Google Scholar 

  153. Csihony S, Culkin DA, Sentman AC, Dove AP, Waymouth RM, Hedrick JL (2005) J Am Chem Soc 127:9079

    Article  CAS  Google Scholar 

  154. Zhou H, Campbell EJ, Nguyen ST (2001) Org Lett 3:2229

    Article  CAS  Google Scholar 

  155. Schneider C, Brauner J (2000) Tetrahedron Lett 41:3043

    Article  CAS  Google Scholar 

  156. Wu J, Sun X, Ye S, Sun W (2006) Tetrahedron Lett 47:4813

    Article  CAS  Google Scholar 

  157. Sun X, Ye S, Wu J (2006) Eur J Org Chem 4787

    Google Scholar 

  158. Liu Y-K, Li R, Yue L, Li B-J, Chen Y-C, Wu Y, Ding L-S (2006) Org Lett 8:1521

    Article  CAS  Google Scholar 

  159. Song JJ, Tan Z, Reeves JT, Gallou F, Yee NK, Senanayake CH (2005) Org Lett 7:2193

    Article  CAS  Google Scholar 

  160. Song JJ, Gallou F, Reeves JT, Tan Z, Yee NK, Senanayake CH (2006) J Org Chem 71:1273

    Article  CAS  Google Scholar 

  161. Fukuda Y, Maeda Y, Ishii S, Kondo K, Aoyama T (2006) Synthesis 589

    Google Scholar 

  162. Fukuda Y, Maeda Y, Kondo K, Aoyama T (2006) Chem Pharm Bull 54:397

    Article  CAS  Google Scholar 

  163. Suzuki Y, Abu Bakar MD, Muramatsu K, Sato M (2006) Tetrahedron 62:4227

    Article  CAS  Google Scholar 

  164. Fukuda Y, Maeda Y, Kondo K, Aoyama T (2006) Synthesis 1937

    Google Scholar 

  165. Fukuda Y, Kondo K, Aoyama T (2006) Synthesis 2649

    Google Scholar 

  166. Kano T, Sasaki K, Konishi T, Mii H, Maruoka K (2006) Tetrahedron Lett 47:4615

    Article  CAS  Google Scholar 

  167. He J, Zheng J, Liu J, She X, Pan X (2006) Org Lett 8:4637

    Article  CAS  Google Scholar 

  168. Fischer C, Smith SW, Powell DA, Fu GC (2006) J Am Chem Soc 128:1472

    Article  CAS  Google Scholar 

  169. He L, Jian TY, Ye S (2007) J Org Chem 72:7466

    Article  CAS  Google Scholar 

  170. Song JJ, Tan ZL, Reeves JT, Yee NK, Senanayake CH (2007) Org Lett 9:1013

    Article  CAS  Google Scholar 

  171. Thomson JE, Rix K, Smith AD (2006) Org Lett 8:3785

    Article  CAS  Google Scholar 

  172. Duong HA, Cross MJ, Louie J (2004) Org Lett 6:4679

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The authors thank Jeffrey B. Johnson (Hope College), Javier Read de Alaniz, Mark S. Kerr and the Rovis group (CSU) for their careful reading of the manuscript. Support for our own efforts in this area has been provided by the National Science Foundation (CAREER) and the National Institutes of General Medical Sciences (GM72586). J.L.M. thanks the NIH for the Ruth L. Kirschtein NRSA pre-doctoral fellowship. T.R. thanks Johnson and Johnson, Eli Lilly, and Boehringer Ingelheim for unrestricted support, and the Monfort Family Foundation for a Monfort Professorship. T.R. is a fellow of the Alfred P. Sloan Foundation.

Author information

Authors and Affiliations

  1. Department of Chemistry, Colorado State University, Fort Collins, CO, 80523, USA

    Tomislav Rovis

Authors
  1. Jennifer L. Moore
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Tomislav Rovis
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Tomislav Rovis .

Editor information

Editors and Affiliations

  1. MPI für Kohleforschung, Kaiser-Wilhelm-Platz 1, Mülheim, 45470, Germany

    Benjamin List

Rights and permissions

Reprints and permissions

Copyright information

© 2010 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Moore, J.L., Rovis, T. (2010). Carbene Catalysts. In: List, B. (eds) Asymmetric Organocatalysis. Topics in Current Chemistry, vol 291. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-02815-1_18

Download citation

Publish with us

Policies and ethics

Search

Navigation