Model studies of (+)-Bergenin: A convenient formation of aryl δ- lactones

Tetrahedron Letters

Volumn 39, Issue 38, 1998, Pages 6837-6840

  Hua, Xiao Gang ^a   Mague, Joel T ^a   Li, Chao Jun ^a  

^a Tulane University   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1,3 BUTADIENE DERIVATIVE; 8,10 DI O METHYLBERGENIN; ALDEHYDE; BERGENIN; LACTONE; PLANT EXTRACT; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CRYSTAL STRUCTURE; DIASTEREOISOMER; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; NONHUMAN; PLANT ROOT; STRUCTURE ANALYSIS; X RAY CRYSTALLOGRAPHY;

EID: 0032541698     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01488-9     Document Type: Article

References (43)

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15. 6. For general reviews, see: Li, C. J. Chem. Rev. 1993, 93, 2023; Lubineau, A.; Auge, J.; Queneau, Y. Synthesis 1994, 741; Li, C. J. Tetrahedron 1996, 52, 5643; Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media, John Wiley & Sons, New York, 1997. For applications of aqueous metal-mediated reactions in carbohydrate syntheses, see: Schmid, W.; Whitesides, G. M. J. Am. Chem. Soc. 1991, 113, 6674; Chan, T. H.; Li, C. J. J. Chem. Soc. Chem. Commun. 1992, 747; Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1993, 58, 7937; Gao, J.; Harter, R.; Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1994, 59, 3714; Binder, W. H.; Prenner, R. H.; Schmid, W. Tetrahedron 1994, 50, 749; Chan, T. H.; Lee, M. C. J. Org. Chem. 1995, 60, 4228; Wang, R.; Lim, C. M.; Tan, C. H.; Lim, B. K.; Sim, K. Y.; Loh, T. P. Tetrahedron: Asymmetry 1995, 6, 1825.
16. 6. For general reviews, see: Li, C. J. Chem. Rev. 1993, 93, 2023; Lubineau, A.; Auge, J.; Queneau, Y. Synthesis 1994, 741; Li, C. J. Tetrahedron 1996, 52, 5643; Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media, John Wiley & Sons, New York, 1997. For applications of aqueous metal-mediated reactions in carbohydrate syntheses, see: Schmid, W.; Whitesides, G. M. J. Am. Chem. Soc. 1991, 113, 6674; Chan, T. H.; Li, C. J. J. Chem. Soc. Chem. Commun. 1992, 747; Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1993, 58, 7937; Gao, J.; Harter, R.; Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1994, 59, 3714; Binder, W. H.; Prenner, R. H.; Schmid, W. Tetrahedron 1994, 50, 749; Chan, T. H.; Lee, M. C. J. Org. Chem. 1995, 60, 4228; Wang, R.; Lim, C. M.; Tan, C. H.; Lim, B. K.; Sim, K. Y.; Loh, T. P. Tetrahedron: Asymmetry 1995, 6, 1825.
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19. 6. For general reviews, see: Li, C. J. Chem. Rev. 1993, 93, 2023; Lubineau, A.; Auge, J.; Queneau, Y. Synthesis 1994, 741; Li, C. J. Tetrahedron 1996, 52, 5643; Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media, John Wiley & Sons, New York, 1997. For applications of aqueous metal-mediated reactions in carbohydrate syntheses, see: Schmid, W.; Whitesides, G. M. J. Am. Chem. Soc. 1991, 113, 6674; Chan, T. H.; Li, C. J. J. Chem. Soc. Chem. Commun. 1992, 747; Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1993, 58, 7937; Gao, J.; Harter, R.; Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1994, 59, 3714; Binder, W. H.; Prenner, R. H.; Schmid, W. Tetrahedron 1994, 50, 749; Chan, T. H.; Lee, M. C. J. Org. Chem. 1995, 60, 4228; Wang, R.; Lim, C. M.; Tan, C. H.; Lim, B. K.; Sim, K. Y.; Loh, T. P. Tetrahedron: Asymmetry 1995, 6, 1825.
20. 6. For general reviews, see: Li, C. J. Chem. Rev. 1993, 93, 2023; Lubineau, A.; Auge, J.; Queneau, Y. Synthesis 1994, 741; Li, C. J. Tetrahedron 1996, 52, 5643; Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media, John Wiley & Sons, New York, 1997. For applications of aqueous metal-mediated reactions in carbohydrate syntheses, see: Schmid, W.; Whitesides, G. M. J. Am. Chem. Soc. 1991, 113, 6674; Chan, T. H.; Li, C. J. J. Chem. Soc. Chem. Commun. 1992, 747; Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1993, 58, 7937; Gao, J.; Harter, R.; Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1994, 59, 3714; Binder, W. H.; Prenner, R. H.; Schmid, W. Tetrahedron 1994, 50, 749; Chan, T. H.; Lee, M. C. J. Org. Chem. 1995, 60, 4228; Wang, R.; Lim, C. M.; Tan, C. H.; Lim, B. K.; Sim, K. Y.; Loh, T. P. Tetrahedron: Asymmetry 1995, 6, 1825.
21. 6. For general reviews, see: Li, C. J. Chem. Rev. 1993, 93, 2023; Lubineau, A.; Auge, J.; Queneau, Y. Synthesis 1994, 741; Li, C. J. Tetrahedron 1996, 52, 5643; Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media, John Wiley & Sons, New York, 1997. For applications of aqueous metal-mediated reactions in carbohydrate syntheses, see: Schmid, W.; Whitesides, G. M. J. Am. Chem. Soc. 1991, 113, 6674; Chan, T. H.; Li, C. J. J. Chem. Soc. Chem. Commun. 1992, 747; Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1993, 58, 7937; Gao, J.; Harter, R.; Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1994, 59, 3714; Binder, W. H.; Prenner, R. H.; Schmid, W. Tetrahedron 1994, 50, 749; Chan, T. H.; Lee, M. C. J. Org. Chem. 1995, 60, 4228; Wang, R.; Lim, C. M.; Tan, C. H.; Lim, B. K.; Sim, K. Y.; Loh, T. P. Tetrahedron: Asymmetry 1995, 6, 1825.
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