A chemoenzymatic asymmetric synthesis of the hydroxy acid segment of schulzeines B and C

被引：13

作者：

Biswas, Sucheta ^{[1
]}

Chattopadhyay, Subrata ^{[1
]}

Sharma, Anubha ^{[1
]}

机构：

[1] Bhabha Atom Res Ctr, Div Bioorgan, Bombay 400085, Maharashtra, India

来源：

TETRAHEDRON-ASYMMETRY | 2010年 / 21卷 / 01期

关键词：

ALPHA-GLUCOSIDASE INHIBITORS; CANDIDA-ANTARCTICA-LIPASE; OLEFIN CROSS-METATHESIS; SPONGE PENARES SP; ENANTIOSELECTIVE SYNTHESIS; FATTY-ACID; LACTONE; AGENTS; IMBRICATINE; CATALYSTS;

D O I：

10.1016/j.tetasy.2009.12.020

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A chemoenzymatic asymmetric synthesis of the title compound was developed by a building-block approach The key steps of the synthesis were (i) an enantioselective lipase-catalyzed acylation of a secondary alcohol, (ii) an efficient diastereoselective addition of an alkyl-lithium reagent to a glyceraldehyde derivative, (m) conversion of an epoxide to a one-carbon homologated allylic alcohol via a sulphorane addition, and (iv) a cross metathesis between two chiral allylic alcohols and subsequent functionalization to obtain the ethyl ester of the hydroxy acid unit of the schulzeines (c) 2010 Elsevier Ltd. All rights reserved

引用

页码：27 / 32

页数：6

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