Syntheses via vinyl sulfones, part 85. Syntheses of highly substituted enantiopure C6 and C7 enones

被引：34

作者：

Evarts, J ^{[1
]}

Torres, E ^{[1
]}

Fuchs, PL ^{[1
]}

机构：

[1] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 37期

关键词：

D O I：

10.1021/ja026760m

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantiopure epoxyvinyl sulfones SS-9a, SS-9b, produced from Jacobsen epoxidation of 2-phenylsulfonyl 1,3-cyclohexa- and cycloheptadiene, are used as a template for the construction of substituted cycloalkenones and as chiral synthetic equivalents of enones a and b. The addition of carbon nucleophiles to SS-9a, SS-9b is high yielding and stereospecific. Enantiopure alpha,beta- and gamma-substituted cycloalkenones are easily constructed using a variety of methods.

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页码：11093 / 11101

页数：9

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