Towards chemical libraries of annonaceous acetogenins

Pure and Applied Chemistry

Volumn 69, Issue 3, 1997, Pages 423-430

  Keinan, Ehud ^a,b   Sinha, Anjana ^a   Yazbak, Ahmad ^b   Sinha, Santosh C ^a   Sinha, Subhash C ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

^b TECHNION ISRAEL INSTITUTE OF TECHNOLOGY   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001380701     PISSN: 00334545     EISSN: None     Source Type: Journal    
DOI: 10.1351/pac199769030423     Document Type: Article

References (43)

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13. For other synthetic approaches to bis-THF annonaceous acetogenins see: a) Hoye, T.R.; Ye, Z. J. Am. Chem. Soc. 118, 1801 (1996). b) Hoye, T.R.; Tan, L. Tetrahedron Lett. 36, 1981 (1995). c) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J.Org. Chem. 60, 4419 (1995). d) Koert, U.Tetrahedron Lett. 35, 2517 (1994). e) Hoye, T.R.; Hanson, P.R. Tetrahedron Lett. 34, 5043 (1993). f) Hoye, T.R.; Hanson, P.R.; Kovelesky, A.C.; Ocain, T.D.; Zhang, Z. J. Amer. Chem. Soc. 118, 1801 (1991).
14. For other synthetic approaches to bis-THF annonaceous acetogenins see: a) Hoye, T.R.; Ye, Z. J. Am. Chem. Soc. 118, 1801 (1996). b) Hoye, T.R.; Tan, L. Tetrahedron Lett. 36, 1981 (1995). c) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J.Org. Chem. 60, 4419 (1995). d) Koert, U.Tetrahedron Lett. 35, 2517 (1994). e) Hoye, T.R.; Hanson, P.R. Tetrahedron Lett. 34, 5043 (1993). f) Hoye, T.R.; Hanson, P.R.; Kovelesky, A.C.; Ocain, T.D.; Zhang, Z. J. Amer. Chem. Soc. 118, 1801 (1991).
15. For other synthetic approaches to bis-THF annonaceous acetogenins see: a) Hoye, T.R.; Ye, Z. J. Am. Chem. Soc. 118, 1801 (1996). b) Hoye, T.R.; Tan, L. Tetrahedron Lett. 36, 1981 (1995). c) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J.Org. Chem. 60, 4419 (1995). d) Koert, U.Tetrahedron Lett. 35, 2517 (1994). e) Hoye, T.R.; Hanson, P.R. Tetrahedron Lett. 34, 5043 (1993). f) Hoye, T.R.; Hanson, P.R.; Kovelesky, A.C.; Ocain, T.D.; Zhang, Z. J. Amer. Chem. Soc. 118, 1801 (1991).
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32. For the mechanism of vanadium catalyzed epoxidation of allylic alcohols see: a) Chong, A.O.; Sharpless, K.B. J. Org. Chem. 42, 1587 (1977). For the synthesis of cis-THF from bishomoallylic alcohols see: b) Fukuyama, T.; Vranesic, B.; Negri, D.P.; Kishi, Y. Tetrahedron Lett., 2741 (1978). c) Ujihara, K.; Shirahama, H. Tetrahedron Lett. 1996, 31, 2741 and references cited therein.
33. For the mechanism of vanadium catalyzed epoxidation of allylic alcohols see: a) Chong, A.O.; Sharpless, K.B. J. Org. Chem. 42, 1587 (1977). For the synthesis of cis-THF from bishomoallylic alcohols see: b) Fukuyama, T.; Vranesic, B.; Negri, D.P.; Kishi, Y. Tetrahedron Lett., 2741 (1978). c) Ujihara, K.; Shirahama, H. Tetrahedron Lett. 1996, 31, 2741 and references cited therein.
34. Monoprotection of a vicinal diol in the form of a γ-lactone has been used in the synthesis of other natural products. See: a) ref. 10-12. b) Wang, Z.-M.; Zhang, X.-L.; Sharpless, K. B.; Sinha, S. C.; Sinha-Bagchi, A.; Keinan, E. Tetrahedron Lett. 33, 6407 (1992). c) Keinan, E.; Sinha, S.C.; Sinha-Bagchi, A.; Wang, Z.-M.; Zhang, X.-L.; Sharpless, K.B. Tetrahedron Lett. 33, 6411 (1992). d) Sinha-Bagchi, A.; Sinha, S.C.; Keinan, E. Tetrahedron Asymmet. 6, 2889 (1995).
35. Monoprotection of a vicinal diol in the form of a γ-lactone has been used in the synthesis of other natural products. See: a) ref. 10-12. b) Wang, Z.-M.; Zhang, X.-L.; Sharpless, K. B.; Sinha, S. C.; Sinha-Bagchi, A.; Keinan, E. Tetrahedron Lett. 33, 6407 (1992). c) Keinan, E.; Sinha, S.C.; Sinha-Bagchi, A.; Wang, Z.-M.; Zhang, X.-L.; Sharpless, K.B. Tetrahedron Lett. 33, 6411 (1992). d) Sinha-Bagchi, A.; Sinha, S.C.; Keinan, E. Tetrahedron Asymmet. 6, 2889 (1995).
36. Monoprotection of a vicinal diol in the form of a γ-lactone has been used in the synthesis of other natural products. See: a) ref. 10-12. b) Wang, Z.-M.; Zhang, X.-L.; Sharpless, K. B.; Sinha, S. C.; Sinha-Bagchi, A.; Keinan, E. Tetrahedron Lett. 33, 6407 (1992). c) Keinan, E.; Sinha, S.C.; Sinha-Bagchi, A.; Wang, Z.-M.; Zhang, X.-L.; Sharpless, K.B. Tetrahedron Lett. 33, 6411 (1992). d) Sinha-Bagchi, A.; Sinha, S.C.; Keinan, E. Tetrahedron Asymmet. 6, 2889 (1995).
37. Monoprotection of a vicinal diol in the form of a γ-lactone has been used in the synthesis of other natural products. See: a) ref. 10-12. b) Wang, Z.-M.; Zhang, X.-L.; Sharpless, K. B.; Sinha, S. C.; Sinha-Bagchi, A.; Keinan, E. Tetrahedron Lett. 33, 6407 (1992). c) Keinan, E.; Sinha, S.C.; Sinha-Bagchi, A.; Wang, Z.-M.; Zhang, X.-L.; Sharpless, K.B. Tetrahedron Lett. 33, 6411 (1992). d) Sinha-Bagchi, A.; Sinha, S.C.; Keinan, E. Tetrahedron Asymmet. 6, 2889 (1995).
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