Skip to main content

Modern Developments in Magnesium Reagent Chemistry for Synthesis

  • Chapter
  • First Online:
Alkaline-Earth Metal Compounds

Part of the book series: Topics in Organometallic Chemistry ((TOPORGAN,volume 45))

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

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 169.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 219.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 219.99
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

References

  1. Grignard V (1901) Ann Chim 24:433

    CAS  Google Scholar 

  2. Seyferth D (2009) Organometallics 28:1598

    Article  CAS  Google Scholar 

  3. Tidwell TT (2001) Angew Chem Int Ed 40:331

    Article  CAS  Google Scholar 

  4. Schlenk W, Schlenk W Jr (1929) Chem Ber 62:920

    Google Scholar 

  5. Meunier L (1903) CR Hebd Seances Acad Sci 136:758

    CAS  Google Scholar 

  6. Hauser CR, Walker HG Jr (1947) J Am Chem Soc 69:295

    Article  CAS  Google Scholar 

  7. Frostick FC Jr, Hauser CR (1949) J Am Chem Soc 71:1350

    Article  CAS  Google Scholar 

  8. Hauser CR, Yost RS, Ringler BI (1949) J Org Chem 14:261

    Article  CAS  Google Scholar 

  9. Olofson RA, Dougherty CM (1973) J Am Chem Soc 95:581

    Article  CAS  Google Scholar 

  10. Lappert MF, Slade MJ, Singh A, Atwood JL, Rogers RD, Shakir R (1983) J Am Chem Soc 105:302

    Article  CAS  Google Scholar 

  11. Eaton PE, Lee C-H, Xiong Y (1989) J Am Chem Soc 111:8018

    Article  Google Scholar 

  12. Schlecker W, Huth A, Ottow E, Mulzer J (1995) J Org Chem 60:8414

    Article  CAS  Google Scholar 

  13. Kondo Y, Yoshida A, Sakamoto T (1996) J Chem Soc Perkin Trans 1:2331

    Article  Google Scholar 

  14. Shilai M, Kondo Y, Sakamoto T (2001) J Chem Soc Perkin Trans 1:442

    Article  Google Scholar 

  15. Barr L, Kennedy AR, MacLellan JG, Moir JH, Mulvey RE, Rodger PJA (2000) Chem Commun: 1757

    Google Scholar 

  16. Kawachi A, Nagae S, Onoue Y, Harada O, Yamamoto Y (2011) Chem Eur J 17:8005

    Article  CAS  Google Scholar 

  17. Whisler MC, MacNeil S, Snieckus V, Beak P (2004) Angew Chem Int Ed 43:2206

    Article  CAS  Google Scholar 

  18. Gupta L, Hoepker AC, Singh KJ, Collum DB (2009) J Org Chem 74:2231

    Article  CAS  Google Scholar 

  19. Ma Y, Hoepker AC, Gupta L, Faggin MF, Collum DB (2010) J Am Chem Soc 132:15610

    Article  CAS  Google Scholar 

  20. Krasovskiy A, Knochel P (2004) Angew Chem Int Ed 43:3333

    Article  CAS  Google Scholar 

  21. Baron O, Knochel P (2005) Angew Chem Int Ed 44:3133

    Article  CAS  Google Scholar 

  22. Ren H, Krasovskiy A, Knochel P (2004) Org Lett 6:4215

    Article  CAS  Google Scholar 

  23. Ren H, Krasovskiy A, Knochel P (2005) Chem Commun: 543

    Google Scholar 

  24. Krasovskiy A, Krasovskaya V, Knochel P (2006) Angew Chem Int Ed 45:2958

    Article  CAS  Google Scholar 

  25. García-Álvarez P, Graham DV, Hevia E, Kennedy AR, Klett J, Mulvey RE, O’Hara CT, Weatherstone S (2008) Angew Chem Int Ed 47:8079

    Article  Google Scholar 

  26. Armstrong DR, García-Álvarez P, Kennedy AR, Mulvey RE, Parkinson JA (2010) Angew Chem Int Ed 49:3185

    Article  CAS  Google Scholar 

  27. Fraser RR, Mansour TS (1984) J Org Chem 49:3443

    Article  Google Scholar 

  28. Wada A, Yamamoto J, Kanatomo S (1987) Heterocycles 26:585

    Article  CAS  Google Scholar 

  29. Mosrin M, Boudet N, Knochel P (2008) Org Biomol Chem 6:3237

    Article  CAS  Google Scholar 

  30. Lin W, Baron O, Knochel P (2006) Org Lett 8:5673

    Article  CAS  Google Scholar 

  31. Jaric M, Haag BA, Unsinn A, Karaghiosoff K, Knochel P (2010) Angew Chem Int Ed 49:5451

    Article  CAS  Google Scholar 

  32. Boudet N, Lachs JR, Knochel P (2007) Org Lett 9:5525

    Article  CAS  Google Scholar 

  33. Mosrin M, Knochel P (2009) Chem Eur J 15:1468

    Article  CAS  Google Scholar 

  34. Piller FM, Knochel P (2009) Org Lett 11:445

    Article  CAS  Google Scholar 

  35. Kunz T, Knochel P (2011) Chem Eur J 17:866

    Article  CAS  Google Scholar 

  36. Tanaka S, Tamba S, Tanaka D, Sugie A, Mori A (2011) J Am Chem Soc 133:16734

    Article  CAS  Google Scholar 

  37. Tamba S, Mitsuda S, Tanaka F, Sugie A, Mori A (2012) Organometallics 31:2263

    Article  CAS  Google Scholar 

  38. Verhelst T, Maes J, Liu Z, Sergeyev S, Maes BUW (2011) J Org Chem 76:6670

    Article  CAS  Google Scholar 

  39. Bresser T, Knochel P (2011) Angew Chem Int Ed 50:1914

    Article  CAS  Google Scholar 

  40. Hirone N, Sanjiki H, Tanaka R, Hata T, Urabe H (2010) Angew Chem Int Ed 49:7762

    Article  CAS  Google Scholar 

  41. Wunderlich SH, Bresser T, Dunst C, Monzon G, Knochel P (2010) Synthesis 15:2670

    Google Scholar 

  42. Rohbogner CJ, Wunderlich SH, Clososki GC, Knochel P (2009) Eur J Org Chem: 1781

    Google Scholar 

  43. Piller FM, Bresser T, Fischer MKR, Knochel P (2010) J Org Chem 75:4365

    Article  CAS  Google Scholar 

  44. Wunderlich SH, Kienle M, Knochel P (2009) Angew Chem Int Ed 48:7256

    Article  CAS  Google Scholar 

  45. Wunderlich SH, Knochel P (2009) Angew Chem Int Ed 48:9717

    Article  CAS  Google Scholar 

  46. Jeganmohan M, Knochel P (2010) Angew Chem Int Ed 49:8520

    Article  CAS  Google Scholar 

  47. Metzger A, Bernhardt S, Manolikakes G, Knochel P (2010) Angew Chem Int Ed 49:4665

    Article  CAS  Google Scholar 

  48. Wittig G, Meyer FJ, Lange G (1951) Justus Liebigs Ann Chem 571:167

    Article  CAS  Google Scholar 

  49. Tochtermann W (1997) Liebigs Ann/Recueil: I–XXI

    Google Scholar 

  50. Tochtermann W (1966) Angew Chem Int Ed 5:351

    Article  CAS  Google Scholar 

  51. Coates GE, Heslop JA (1968). J Chem Soc (A):514

    Google Scholar 

  52. Seitz LM, Brown TL (1966) J Am Chem Soc 88:4140

    Article  CAS  Google Scholar 

  53. Hurd DT (1948) J Org Chem 13:711

    Article  CAS  Google Scholar 

  54. Weiss E (1993) Angew Chem Int Ed Engl 32:1501

    Article  Google Scholar 

  55. Kitagawa K, Inoue A, Shinokubo H, Oshima K (2000) Angew Chem Int Ed 39:2481

    Article  CAS  Google Scholar 

  56. Inoue A, Kitagawa K, Shinokubo H, Oshima K (2001) J Org Chem 66:4333

    Article  CAS  Google Scholar 

  57. Xu J, Jain N, Sui Z (2004) Tetrahedron Lett 45:6399

    Article  CAS  Google Scholar 

  58. Dumouchel S, Mongin F, Trécourt F, Quéguiner G (2003) Tetrahedron Lett 44:2033

    Article  CAS  Google Scholar 

  59. Dumouchel S, Mongin F, Trécourt F, Quéguiner G (2003) Tetrahedron Lett 44:3877

    Article  CAS  Google Scholar 

  60. Dumouchel S, Mongin F, Trécourt F, Quéguiner G (2003) Tetrahedron 59:8629

    Article  CAS  Google Scholar 

  61. Iida T, Wada T, Tomimoto K, Mase T (2001) Tetrahedron Lett 42:4841

    Article  CAS  Google Scholar 

  62. Catel D, Chevallier F, Mongin F, Gros PC (2012) Eur J Org Chem: 53

    Google Scholar 

  63. Catel D, Payen O, Chevallier F, Mongin F, Gros PC (2012) Tetrahedron 68:4018

    Article  CAS  Google Scholar 

  64. Kondo J, Inoue A, Shinokubo H, Oshima K (2001) Angew Chem Int Ed 40:2085

    Article  CAS  Google Scholar 

  65. Inoue A, Kondo J, Shinokubo H, Oshima K (2002) Chem Eur J 8:1730

    Article  CAS  Google Scholar 

  66. Thomas GL, Ladlow M, Spring DR (2004) Org Biomol Chem 2:1679

    Article  CAS  Google Scholar 

  67. Sośnicki JG (2009) Synlett: 2508

    Google Scholar 

  68. Inoue A, Kitagawa K, Shinokubo H, Oshima K (2000) Tetrahedron 56:9601

    Article  CAS  Google Scholar 

  69. Liu M, Kamienski C, Morton M, Fetters LJ (1986) J Macromol Sci Pure Appl Chem A 23:1387

    Article  Google Scholar 

  70. Hsieh HL, Wang IW (1986) Macromolecules 19:299

    Article  CAS  Google Scholar 

  71. Maréchal J-M, Carlotti S, Shcheglova L, Deffieux A (2004) Polymer 45:4641

    Article  Google Scholar 

  72. Hsueh M-L, Ko B-T, Athar T, Lin C-C, Wu T-M, Hsu S-F (2006) Organometallics 25:4144

    Article  CAS  Google Scholar 

  73. Honeyman GW, Kennedy AR, Mulvey RE, Sherrington DC (2004) Organometallics 23:1197

    Article  CAS  Google Scholar 

  74. Hatano M, Matsumura T, Ishihara K (2005) Org Lett 7:573

    Article  CAS  Google Scholar 

  75. Sośnicki JG (2005) Tetrahedron Lett 46:4295

    Article  Google Scholar 

  76. Sośnicki JG (2007) Tetrahedron 63:11862

    Article  Google Scholar 

  77. Sośnicki JG (2006) Tetrahedron Lett 47:6809

    Article  Google Scholar 

  78. Sośnicki JG, Struk L (2009) Synlett: 1812

    Google Scholar 

  79. Fleming FF, Gudipati V, Steward OW (2002) Org Lett 4:659

    Article  CAS  Google Scholar 

  80. Fleming FF, Gudipati V, Steward OW (2003) Tetrahedron 59:5585

    Article  CAS  Google Scholar 

  81. Kikuchi M, Niikura S, Chiba N, Terauchi N, Asaoka M (2007) Chem Lett 36:736

    Article  CAS  Google Scholar 

  82. Awad H, Mongin F, Trécourt F, Quéguiner G, Marsais F, Blanco F, Abarca B, Ballesteros R (2004) Tetrahedron Lett 45:6697

    Article  CAS  Google Scholar 

  83. Bayh O, Awad H, Mongin F, Hoarau C, Trécourt F, Quéguiner G, Marsais F, Blanco F, Abarca B, Ballesteros R (2005) Tetrahedron 61:4779

    Article  CAS  Google Scholar 

  84. Bayh O, Awad H, Mongin F, Hoarau C, Bischoff L, Trécourt F, Quéguiner G, Marsais F, Blanco F, Abarca B, Ballesteros R (2005) J Org Chem 70:5190

    Article  CAS  Google Scholar 

  85. Bentabed-Ababsa G, Blanco F, Derdour A, Mongin F, Trécourt F, Quéguiner G, Ballesteros R, Abarca B (2009) J Org Chem 74:163

    Article  CAS  Google Scholar 

  86. Conway B, Hevia E, Kennedy AR, Mulvey RE (2007) Chem Commun: 2864

    Google Scholar 

  87. Bellamy E, Bayh O, Hoarau C, Trécourt F, Quéguiner G, Marsais F (2010) Chem Commun 46:7043

    Article  CAS  Google Scholar 

  88. Andrikopoulos PC, Armstrong DR, Hevia E, Kennedy AR, Mulvey RE, O’Hara CT (2005) Chem Commun: 1131

    Google Scholar 

  89. Mongin F, Bucher A, Bazureau JP, Bayh O, Awad H, Trécourt F (2005) Tetrahedron Lett 46:7989

    Article  CAS  Google Scholar 

  90. Hawad H, Bayh O, Hoarau C, Trécourt F, Quéguiner G, Marsais F (2008) Tetrahedron 64:3236

    Article  CAS  Google Scholar 

  91. Awad H, Mongin F, Trécourt F, Quéguiner G, Marsais F (2004) Tetrahedron Lett 45:7873

    Article  CAS  Google Scholar 

  92. Hatano M, Ishihara K (2008) Synthesis: 1647

    Google Scholar 

  93. Hatano M, Suzuki S, Ishihara K (2010) Synlett: 321

    Google Scholar 

  94. Hatano M, Suzuki S, Ishihara K (2006) J Am Chem Soc 128:9998

    Article  CAS  Google Scholar 

  95. Murakami K, Yorimitsu H, Oshima K (2009) J Org Chem 74:1415

    Article  CAS  Google Scholar 

  96. Studte C, Breit B (2008) Angew Chem Int Ed 47:5451

    Article  CAS  Google Scholar 

  97. Hevia E, Chua JZ, García-Álvarez P, Kennedy AR, McCall MD (2010) Proc Nat Acad Sci USA 107:5294

    Article  CAS  Google Scholar 

  98. Armstrong DR, Clegg W, García-Álvarez P, McCall MD, Nuttall L, Kennedy AR, Russo L, Hevia E (2011) Chem Eur J 17:4470

    Article  CAS  Google Scholar 

  99. Armstrong DR, Clegg W, García-Álvarez P, Kennedy AR, McCall MD, Russo L, Hevia E (2011) Chem Eur J 17:8333

    Article  CAS  Google Scholar 

  100. Forret R, Kennedy AR, Klett J, Mulvey RE, Robertson SD (2009) Organometallics 29:1436

    Article  Google Scholar 

  101. Armstrong DR, Kennedy AR, Mulvey RE, Rowlings RB (1999) Angew Chem Int Ed 38:131

    Article  CAS  Google Scholar 

  102. Hevia E, Gallagher DJ, Kennedy AR, Mulvey RE, O’Hara CT, Talmard C (2004) Chem Commun: 2422

    Google Scholar 

  103. Armstrong DR, Clegg W, Dale SH, Graham DV, Hevia E, Hogg LM, Honeyman GW, Kennedy AR, Mulvey RE (2007) Chem Commun: 598

    Google Scholar 

  104. Andrikopoulos PC, Armstrong DR, Graham DV, Hevia E, Kennedy AR, Mulvey RE, O’Hara CT, Talmard C (2005) Angew Chem Int Ed 44:3459

    Article  CAS  Google Scholar 

  105. Kennedy AR, Mulvey RE, O’Hara CT, Robertson GM, Robertson SD (2011) Angew Chem Int Ed 50:8375

    Article  CAS  Google Scholar 

  106. Andrews PC, Kennedy AR, Mulvey RE, Raston CL, Roberts BA, Rowlings RB (2000) Angew Chem Int Ed 39:1960

    Article  CAS  Google Scholar 

  107. Clegg W, Henderson KW, Kennedy AR, Mulvey RE, O’Hara CT, Rowlings RB, Tooke DM (2001) Angew Chem Int Ed 40:3902

    Article  CAS  Google Scholar 

  108. Andrikopoulos PC, Armstrong DR, Clegg W, Gilfillan CJ, Hevia E, Kennedy AR, Mulvey RE, O’Hara CT, Parkinson JA, Tooke DM (2004) J Am Chem Soc 126:11612

    Article  CAS  Google Scholar 

  109. García-Álvarez J, Graham DV, Hevia E, Kennedy AR, Mulvey RE (2008) Dalton Trans: 1481

    Google Scholar 

  110. Clegg W, Conway B, García-Álvarez P, Kennedy AR, Mulvey RE, Russo L, Sassmannshausen J, Tuttle T (2009) Chem Eur J 15:10702

    Article  CAS  Google Scholar 

  111. Mulvey RE, Blair VL, Clegg W, Kennedy AR, Klett J, Russo L (2010) Nat Chem 2:588

    Article  CAS  Google Scholar 

  112. Kennedy AR, Klett J, Mulvey RE, Wright DS (2009) Science 326:706

    Article  CAS  Google Scholar 

  113. Crosbie E, García-Álvarez P, Kennedy AR, Klett J, Mulvey RE, Robertson SD (2010) Angew Chem Int Ed 49:9388

    Article  CAS  Google Scholar 

  114. Blair VL, Clegg W, Kennedy AR, Livingstone Z, Russo L, Hevia E (2011) Angew Chem Int Ed 50:9857

    Article  CAS  Google Scholar 

Download references

Acknowledgements

We wish to thank the EPSRC, Royal Society (Wolfson research merit award to REM), Royal Society of Edinburgh/BP Trust (Research Fellowship to SDR), Nuffield Foundation and EU for generous sponsorship allowing us to pursue our interests in magnesium chemistry and to all past and present members of the Mulvey research group for their excellent contributions to these studies as well as for their friendship.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Robert E. Mulvey .

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 2013 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Mulvey, R.E., Robertson, S.D. (2013). Modern Developments in Magnesium Reagent Chemistry for Synthesis. In: Harder, S. (eds) Alkaline-Earth Metal Compounds. Topics in Organometallic Chemistry, vol 45. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-36270-5_4

Download citation

Publish with us

Policies and ethics