Highly enantioselective enantioselective Biginelli reactions using methanopyroline/thiourea - based dual organocatalyst systems: asymmetric synthesis of 4-substituted unsaturated aryl dihydropyrimidines

被引：17
|
作者：
Yu, Han [1 ,2 ]
Xu, Peng [1 ]
He, Huihong [1 ]
Zhu, Jun [1 ]
Lin, Hualin [1 ]
Han, Sheng [1 ]
机构：
[1] Shanghai Inst Technol, Sch Chem & Environm Engn, Shanghai 201418, Peoples R China
[2] Tsinghua Univ, Dept Chem, Beijing 100084, Peoples R China
来源：
TETRAHEDRON-ASYMMETRY | 2017年 / 28卷 / 02期
关键词：
MODULARLY DESIGNED ORGANOCATALYSTS; MICHAEL ADDITION-REACTIONS; DIRECT ALDOL REACTIONS; MANNICH REACTION; SUPRAMOLECULAR CATALYSIS; PYRROLIDINE SULFONAMIDE; UNMODIFIED ALDEHYDES; L-PROLINE; NITROALKENES; AMINE;
D O I：
10.1016/j.tetasy.2016.11.015
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
A series of novel chiral 3,4-dihydropyrimidin-2-(1H)-ones and -thiones (DHPMs) was developed via asymmetric Biginelli reactions catalyzed by a methanopyroline/thiourea - based dual organocatalyst system, providing excellent yield (90-96%) and high enantioselectivities (92-99% ee). Furthermore, novel epoxides with three stereogenic centers are disclosed, which might have application in the field of drugs and pharmaceuticals. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：257 / 265
页数：9
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