Highly efficient, enantioselective synthesis of (+)-grandisol from a C2-symmetric bis(α,β-butenolide)

被引：41

作者：

de March, P ^{[1
]}

Figueredo, F ^{[1
]}

Font, J ^{[1
]}

Raya, J ^{[1
]}

机构：

[1] Univ Autonoma Barcelona, Dept Quim, E-08193 Barcelona, Spain

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 02期

关键词：

D O I：

10.1021/ol991261k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A new, very efficient, enantioselective synthesis of the sexual attracting insect pheromone (+)-grandisol has been developed, in which the key step is the double [2 + 2] photocycloaddition of ethylene to a bis(alpha,beta-butenolide) readily available from D-mannitol. The C-2 symmetry of the substrate and the appropriate protection of the central diol unit are the crucial features for the high diastereofacial discrimination during the cycloaddition process.

引用

页码：163 / 165

页数：3

共 10 条

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