Direct asymmetric organocatalytic de novo synthesis of carbohydrates

被引：109

作者：

Grondal, C ^{[1
]}

Enders, D ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany

来源：

TETRAHEDRON | 2006年 / 62卷 / 2-3期

关键词：

aldol reaction; carbohydrates; organocatalysis; asymmetric synthesis; stereoselective reduction;

D O I：

10.1016/j.tet.2005.09.060

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A biomimetic organocatalytic asymmetric synthesis of carbohydrates can be accomplished by a proline catalyzed aldol reaction with the dihydroxyacetone equivalent 2,2-dimethyl-1,3-dioxan-5-one and various aldehydes. The biomimetic C-3+C-n, strategy directly Generates selectively protected carbohydrates in one step, which can be easily deprotected. Additionally, the stereoselective reduction of the keto functions allows a direct entry to different aldopentoses. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：329 / 337

页数：9

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