Direct amino acid catalyzed asymmetric synthesis of polyketide sugars

被引：201

作者：

Casas, J

Engqvist, M

Ibrahem, I

Kaynak, B

Córdova, A

机构：

[1] Stockholm Univ, Dept Organ Chem, S-10691 Stockholm, Sweden

[2] Stockholm Univ, Arrhenius Lab, Dept Struct Chem, S-10691 Stockholm, Sweden

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 09期

关键词：

aldehydes; aldol reaction; asymmetric catalysis; carbohydrates; hexoses;

D O I：

10.1002/anie.200461400

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Back to the future: In a biomimetic asymmetric synthesis of sugars (see scheme) sequential cross-aldol reactions of simple aldehydes were catalyzed by amino acids. Deoxysugars were obtained with excellent chemoselectivity and up to > 99% ee. This transformation may implicate a prebiotic catalytic pathway in which amino acids transferred their stereochemical information to carbohydrates. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：1343 / 1345

页数：3

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