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
收藏
页码：7304 / 7307
页数：4
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