First asymmetric synthesis of achaetolide

被引：22

作者：

Das, Tapas ^{[1
]}

Bhuniya, Rajib ^{[1
]}

Nanda, Samik ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Kharagpur 721302, W Bengal, India

来源：

TETRAHEDRON-ASYMMETRY | 2010年 / 21卷 / 18期

关键词：

SECONDARY METABOLITES; CHOLESTEROL-BIOSYNTHESIS; DECARESTRICTINES; PENICILLIUM; INHIBITORS; FAMILY; LACTONES;

D O I：

10.1016/j.tetasy.2010.07.026

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The first asymmetric synthesis of the 10-membered macrolide achaetolide is reported in this article. The main highlight of the synthetic strategy is the ring-closing metathesis (RCM) of intermediate 19, which in turn can be accessed from coupling between alcohol 11 and acid 18. The synthesis of 11 involves enzymatic kinetic resolution (EKR) coupled with a Mitsunobu inversion strategy, while 18 can be prepared by adopting a metal-enzyme combined dynamic kinetic resolution (DKR) reaction followed by functional group manipulation. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：2206 / 2211

页数：6

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