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Abstract

The synthesis of substituted tetrahydropyrans has received a considerable amount of interest due to the prevalence of these substructures in biologically interesting natural products (Fig. 1.1) [17]. In addition, their various significant pharmacological activities, including antitumor, antibiotic, antiviral, and antifungal activities, have also attracted the attention of many synthetic organic chemists and biologists [810].

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References

  1. Westley JW (1975) Annu Rep Med Chem 10:246–256

    Article  CAS  Google Scholar 

  2. Masamune S, Bates GS, Corcoran JW (1977) Angew Chem Int Ed 16:585–607

    Article  CAS  Google Scholar 

  3. Nicolaou KC (1977) Tetrahedron 33:683–710

    Article  CAS  Google Scholar 

  4. Back TG (1977) Tetrahedron 33:3041–3059

    Article  CAS  Google Scholar 

  5. Paterson I, Mansuri MM (1985) Tetrahedron 41:3569–3624

    Article  CAS  Google Scholar 

  6. Westley JW (1986) J Nat Prod 49:35–47

    Article  CAS  Google Scholar 

  7. Kang EJ, Lee E (2005) Chem Rev 105:4348–4378

    Article  CAS  Google Scholar 

  8. Dutton CJ, Banks BJ, Cooper CB (1995) Nat Prod Rep 12:165–181

    Article  CAS  Google Scholar 

  9. Faul MM, Huff BE (2000) Chem Rev 100:2407–2473

    Article  CAS  Google Scholar 

  10. Yeung K-S, Paterson I (2005) Chem Rev 105:4237–4313

    Article  CAS  Google Scholar 

  11. Adams DR, Bhatnagar SP (1977) Synthesis 661–672

    Google Scholar 

  12. Arundale E, Mikeska LA (1952) Chem Rev 52:505–555

    Article  Google Scholar 

  13. Winstead RC, Simpson TH, Lock GA, Schiavelli MD, Thompson DW (1986) J Org Chem 51:275–277

    Article  CAS  Google Scholar 

  14. Yang J, Viswanathan GS, Li C-J (1999) Tetrahedron Lett 40:1627–1630

    Google Scholar 

  15. Zhang WC, Viswanathan GS, Li CJ (1999) Chem Commun 291–292

    Google Scholar 

  16. Cloninger MJ, Overman LE (1999) J Am Chem Soc 121:1092–1093

    Article  CAS  Google Scholar 

  17. Rychnovsky SD, Hu YQ, Ellsworth B (1998) Tetrahedron Lett 39:7271–7274

    Article  CAS  Google Scholar 

  18. Chan K-P, Ling YH, Loh T-P (2007) Chem Commun 939–941

    Google Scholar 

  19. Lolkema LDM, Hiemstra H, Semeyn C, Speckamp WN (1994) Tetrahedron 50:7115–7128

    Article  CAS  Google Scholar 

  20. Rychnovsky SD, Marumoto S, Jaber JJ (2001) Org Lett 3:3815–3818

    Article  CAS  Google Scholar 

  21. Jasti R, Anderson CD, Rychnovsky SD (2005) J Am Chem Soc 127:9939–9945

    Article  CAS  Google Scholar 

  22. Marumoto S, Jaber JJ, Vitale JP, Rychnovsky SD (2002) Org Lett 4:3919–3922

    Article  CAS  Google Scholar 

  23. Ferrier RJ, Overend WG, Ryan ME (1962) J Chem Soc 3667–3670

    Google Scholar 

  24. Ferrier RJ (1979) J Chem Soc Perkin Trans 1:1455–1458

    Google Scholar 

  25. Petasis NA, Lu SP (1996) Tetrahedron Lett 37:141–144

    Article  CAS  Google Scholar 

  26. Seebach D, Imwinkelried R, Stucky G (1987) Helv Chim Acta 70:448–464

    Article  CAS  Google Scholar 

  27. Tebbe FN, Parshall GW, Reddy GS (1978) J Am Chem Soc 100:3611–3613

    Article  CAS  Google Scholar 

  28. Petasis NA, Bzowej EI (1990) J Am Chem Soc 112:6392–6394

    Article  CAS  Google Scholar 

  29. Smith ABIII, Verhoest PV, Minbiole KP, Schelhaas M (2001) J Am Chem Soc 123:4834–4836

    Google Scholar 

  30. Smith ABIII, Minbiole KP, Verhoest PR, Schelhaas M (2001) J Am Chem Soc 123:10942–10953

    Google Scholar 

  31. Smith ABIII, Safonov IG, Corbett RM (2001) J Am Chem Soc 123:12426–12427

    Google Scholar 

  32. Smith ABIII, Safonov IG (2002) Org Lett 4:635–637

    Google Scholar 

  33. Smith ABIII, Safonov IG, Corbett RM (2002) J Am Chem Soc 124:11102–11113

    Google Scholar 

  34. Smith ABIII, Zhu W, Shirakami S, Sfouggatakis C, Doughty VA, Bennett CS, Sakamoto Y (2003) Org Lett 5:761–764

    Google Scholar 

  35. Smith ABIII, Mesaros EF, Meyer EA (2005) J Am Chem Soc 127:6948–6949

    Google Scholar 

  36. Smith ABIII, Mesaros EF, Meyer EA (2006) J Am Chem Soc 128:5292–5299

    Google Scholar 

  37. Smith ABIII, Simov V (2006) Org Lett 8:3315–3318

    Google Scholar 

  38. Diels O, Alder KS (1928) Justus Liebigs Ann Chem 460:98–122

    Article  CAS  Google Scholar 

  39. Jørgensen KA (2004) Eur J Org Chem 2093–2102

    Google Scholar 

  40. Schmidt RR (1986) Acc Chem Res 19:250–259

    Article  CAS  Google Scholar 

  41. Larson ER, Danishefsky S (1983) J Am Chem Soc 105:6715–6716

    Article  CAS  Google Scholar 

  42. Danishefsky S, Kerwin JF, Kobayashi S (1982) J Am Chem Soc 104:358–360

    Article  CAS  Google Scholar 

  43. Roberson M, Jepsen AS, Jørgensen KA (2001) Tetrahedron 57:907–913

    Article  CAS  Google Scholar 

  44. Liu P, Jacobsen EN (2001) J Am Chem Soc 123:10772–10773

    Article  CAS  Google Scholar 

  45. Schaus SE, Brånalt J, Jacobsen EN (1998) J Org Chem 63:403–405

    Article  CAS  Google Scholar 

  46. Dossetter AG, Jamison TF, Jacobsen EN (1999) Angew Chem Int Ed 38:2398–2400

    Article  CAS  Google Scholar 

  47. Gademann K, Chavez DE, Jacobsen EN (2002) Angew Chem Int Ed 41:3059–3061

    Article  CAS  Google Scholar 

  48. Joly GD, Jacobsen EN (2002) Org Lett 4:1795–1798

    Article  CAS  Google Scholar 

  49. Paterson I, Tudge M (2003) Angew Chem Int Ed 42:343–347

    Article  CAS  Google Scholar 

  50. Curran DP (1988) Synthesis 489–513

    Google Scholar 

  51. Ramaiah M (1987) Tetrahedron 43:3541–3676

    Article  CAS  Google Scholar 

  52. Lee E, Song HY, Kang JW, Kim D-S, Jung C-K, Joo JM (2001) J Am Chem Soc 124:384–385

    Article  Google Scholar 

  53. Song HY, Joo JM, Kang JW, Kim D-S, Jung C-K, Kwak HS, Park JH, Lee E, Hong CY, Jeong S, Jeon K, Park JH (2003) J Org Chem 68:8080–8087

    Article  Google Scholar 

  54. Burke SD, Rancourt J (1991) J Am Chem Soc 113:2335–2336

    Article  CAS  Google Scholar 

  55. Qian H, Han X, Widenhoefer RA (2004) J Am Chem Soc 126:9536–9537

    Article  CAS  Google Scholar 

  56. Coulombel L, Favier I, Dunach E (2005) Chem Commun 2286–2288

    Google Scholar 

  57. Yang C-G, Reich NW, Shi Z, He C (2005) Org Lett 7:4553–4556

    Article  CAS  Google Scholar 

  58. Muzart J (2005) Tetrahedron 61:5955–6008

    Article  CAS  Google Scholar 

  59. Kawai N, Lagrange J-M, Ohmi M, Uenishi J (2006) J Org Chem 71:4530–4537

    Google Scholar 

  60. Uenishi J, Ohmi M, Ueda A (2005) Tetrahedron Asymmetry 16:1299–1303

    Google Scholar 

  61. Uenishi J, Ohmi M (2005) Angew Chem Int Ed 44:2756–2760

    Google Scholar 

  62. Nicolaou KC, Prasad CVC, Somers PK, Hwang CK (1989) J Am Chem Soc 111:5330–5334

    Article  CAS  Google Scholar 

  63. Nicolaou KC, Duggan ME, Hwang CK (1989) J Am Chem Soc 111:6666–6675

    Article  CAS  Google Scholar 

  64. Smith JG (1984) Synthesis 629–656

    Google Scholar 

  65. Tang Y, Oppenheimer J, Song Z, You L, Zhang X, Hsung RP (2006) Tetrahedron 62:10785–10813

    Article  CAS  Google Scholar 

  66. McDonald FE, Wei X (2002) Org Lett 4:593–595

    Article  CAS  Google Scholar 

Download references

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Correspondence to Kiyoun Lee .

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Lee, K. (2014). Introduction. In: Stereoselective Syntheses of Tetrahydropyrans. Springer Theses. Springer, Cham. https://doi.org/10.1007/978-3-319-04462-0_1

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