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.
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页码：1343 / 1345
页数：3
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