Organo-catalyzed highly diastereo- and enantio-selective direct aldol reactions in water

被引：72
|
作者：
Zhao, Jun-Feng [1 ,2 ,3 ]
He, Long [4 ,5 ]
Jiang, Jun [1 ,2 ,3 ]
Tang, Zhuo [1 ,2 ,3 ]
Cun, Lin-Feng [1 ,2 ,3 ]
Gong, Liu-Zhu [1 ,2 ,3 ,4 ,5 ]
机构：
[1] Chinese Acad Sci, Key Lab Asymmetr Synthesis & Chirotechnol Sichuan, Chengdu 610041, Peoples R China
[2] Chinese Acad Sci, Union Lab Asymmetr Synthesis, Chengdu 610041, Peoples R China
[3] Chinese Acad Sci, Grad Sch, Beijing, Peoples R China
[4] Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R China
[5] Dept Chem Sci & Technol China, Hefei 230026, Peoples R China
来源：
TETRAHEDRON LETTERS | 2008年 / 49卷 / 21期
基金：
中国国家自然科学基金;
关键词：
water; organocatalysis; direct aldol; diastereo- and enantio-selective;
D O I：
10.1016/j.tetlet.2008.03.131
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The asymmetric direct aldol reactions of a wide scope of aromatic aldehydes, with unmodified ketones in the presence of 1 mol % of organocatalyst prepared from (2R,3R)-diethyl 2-amino-3-hydroxysuccinate and trans-4-hydroxy-L-proline, were performed in water, affording aldol products in high yields with excellent diastereoselectivities of up to >99:1 and enantioselectivities of up to 98%. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3372 / 3375
页数：4
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