A Concise Stereoselective Total Synthesis of Synargentolide A from 3,4,6-Tri-O-acetyl-D-glucal

被引：14

作者：

Sabitha, Gowravaram ^{[1
]}

Reddy, S. Siva Sankara ^{[1
]}

Raju, Atla ^{[1
]}

Yadav, Jhillu S. ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500607, Andhra Pradesh, India

来源：

SYNTHESIS-STUTTGART | 2011年 / 08期

关键词：

3,4,6-tri-O-acetyl-D-glucal; delta-lactones; synargentolide; Brown's allylation; RCM; EFFICIENT SYNTHESIS; OLEFIN METATHESIS;

D O I：

10.1055/s-0030-1258458

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A short and highly stereoselective synthesis of the naturally occurring, alpha, beta-unsaturated lactone synargentolide A is described from the chiral starting material 3,4,6-tri-O-acetyl-D-glucal. Key steps of the synthesis are lactol opening, Brown's asymmetric allylation, and a ring-closing metathesis (RCM) reaction.

引用

页码：1279 / 1282

页数：4

共 50 条

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