Studies directed towards the total synthesis of lycoperdinosides: stereoselective construction of the C1-C9 and C10-C21 segments of the molecules

被引：13

作者：

Chakraborty, Tushar Kanti ^{[1
]}

Goswami, Rajib Kumar ^{[1
]}

Sreekanth, Midde ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Hyderabad 500007, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 23期

关键词：

lycoperdinosides; aldol reaction; Ti(III); hydrostannylation;

D O I：

10.1016/j.tetlet.2007.04.016

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The three chiral centres of the C1-C9 moiety of the six-membered lactone glycosides, lycoperdinosides A and B, have been derived from a common starting material containing a single chiral centre. In contrast, the C10-C21 segment of these molecules has been synthesized using, as key steps, a highly stereoselective aldol reaction, a Ti(III)-mediated opening of a trisubstituted epoxy alcohol and an efficient directed hydrostannylation of a suitably substituted internal alkyne. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：4075 / 4078

页数：4

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