Development of a Concise and General Enantioselective Approach to 2,5-Disubstituted-3-hydroxytetrahydrofurans

被引：51

作者：

Kang, Baldip ^{[1
]}

Mowat, Jeffrey ^{[1
]}

Pinter, Thomas ^{[1
]}

Britton, Robert ^{[1
]}

机构：

[1] Simon Fraser Univ, Dept Chem, Burnaby, BC V5A 1S6, Canada

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 08期

基金：

加拿大自然科学与工程研究理事会;

关键词：

MARINE NATURAL-PRODUCT; FORMAL TOTAL SYNTHESIS; ALGA NOTHEIA-ANOMALA; BETA-HYDROXY KETONES; BROWN ALGA; STEREOSELECTIVE-SYNTHESIS; ALPHA-CHLORINATION; CYCLIC ETHERS; TETRAHYDROFURANS; ALDEHYDES;

D O I：

10.1021/ol802711s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Concise syntheses of 2,5-disubstituted-3-hydroxytetrahydrofurans have been developed that provide access to each configurational isomer of this scaffold from a single aldol adduct. Application of these methods to the rapid preparation of (6S,7S,9S,10S)- and (6S,7S,9R,10R)-6,9-epoxynonadec-18-ene-7,10-diol, two structurally related marine epoxylipids, is reported.

引用

页码：1717 / 1720

页数：4

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