Efficient intramolecular asymmetric reductions of α-, β-, and γ-keto acids with diisopinocampheylborane

被引：34

作者：

Ramachandran, PV ^{[1
]}

Brown, HC ^{[1
]}

Pitre, S ^{[1
]}

机构：

[1] Purdue Univ, Herbert C Brown Ctr Borane Res, W Lafayette, IN 47907 USA

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 01期

关键词：

D O I：

10.1021/ol0062291

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] alpha-, beta-, and gamma -Keto acids are reduced with diisopinocampheylborane at room temperature to the corresponding hydroxy acids with predictable stereochemistry in very high ee. The gamma -hydroxy acids produced were conveniently cyclized to the corresponding lactones, This provides a simple synthesis of 4-hexanolide, a component of the pheromone secreted by the female dermestid beetle Trogoderma glabrum.

引用

页码：17 / 18

页数：2

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