Highly Diastereoselective and Enantioselective Synthesis of α-Hydroxy β-Amino Acid Derivatives: Lewis Base Catalyzed Hydrosilylation of α-Acetoxy β-Enamino Esters

被引：98

作者：

Jiang, Yan ^{[1
,2
]}

Chen, Xing ^{[1
,2
]}

Zheng, Yongsheng ^{[1
,2
]}

Xue, Zhouyang ^{[1
,2
]}

Shu, Chang ^{[1
,2
]}

Yuan, Weicheng ^{[1
]}

Zhang, Xiaomei ^{[1
]}

机构：

[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Key Lab Asymmetr Synth & Chiraltechnol Sichuan Pr, Chengdu 610041, Peoples R China

[2] Chinese Acad Sci, Grad Sch, Beijing 100049, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 32期

关键词：

amino acids; asymmetric catalysis; Lewis bases; organocatalysis; synthetic methods; TAXOL SIDE-CHAIN; SHARPLESS ASYMMETRIC AMINOHYDROXYLATION; 1,3-DIPOLAR CYCLOADDITIONS; STEREOSELECTIVE-SYNTHESIS; EFFICIENT SYNTHESIS; CARBONYL YLIDES; REDUCTION; IMINES; CHEMISTRY; TAXOTERE;

D O I：

10.1002/anie.201102150

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

By design: A series of α-acetoxy-β-enamino esters 1 were synthesized and then subjected to catalytic asymmetric hydrosilylation. In the presence of a chiral Lewis base catalyst, the reactions proceeded smoothly to provide a wide range of chiral α-acetoxy β-amino acid derivatives in high yields with good diastereoselectivities and enantioselectivities. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：7304 / 7307

页数：4

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