Straightforward enantioselective synthesis of both enantiomers of karahana lactone using a domino ring-closure sequence

被引：27

作者：

Galano, JM ^{[1
]}

Audran, G ^{[1
]}

Monti, H ^{[1
]}

机构：

[1] Fac Sci & Tech St Jerome, CNRS, Lab React Organ Select, F-13397 Marseille 20, France

来源：

TETRAHEDRON | 2000年 / 56卷 / 38期

关键词：

lipase; domino reaction; (+)/(-)-karahana lactone; (+)/(-)-karahana ether;

D O I：

10.1016/S0040-4020(00)00645-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A straightforward enantioselective synthesis of both enantiomers of karahana lactone is described starting from enantiopure (R) or (S)-4-hydroxy-3-methyl-cyclohex-2-en-1-one. The key step of the sequence is an acid-induced domino reaction with three pathways running. Because of the first description of karahana lactone as a solid, the structure was secured by X-ray structural analysis. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：7477 / 7481

页数：5

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