Mimicking aldolases through organocatalysis:: syn-selective aldol reactions with protected dihydroxyacetone

被引：96

作者：

Utsumi, Naoto

Imai, Masanori

Tanaka, Fujie

Ramasastry, S. S. V.

Barbas, Carlos F., III

机构：

[1] Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

[2] Scripps Res Inst, Dept Chem & Mol Biol, La Jolla, CA 92037 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 17期

关键词：

D O I：

10.1021/ol701467s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical organocatalytic strategy designed to mimic the L-rhamnulose 1-phosphate and D-fructose 1,6-diphosphate aldolases has been developed and shown to be effective in the preparation of carbohydrates and polyol derivatives. Threonine-based catalysts facilitated the aldol reaction of protected dihydroxyacetone or protected hydroxacetone with a variety of aldehydes to provide syn-aldol products with good yields and ee's up to 98%.

引用

页码：3445 / 3448

页数：4

共 40 条

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