Enatioselective organocatalytic synthesis of highly functionalized tetrahydrothiophenes by a Michael-aldol cascade reaction

被引:37
作者
Luo, Guangshun [1 ]
Zhang, Shilei [1 ]
Duan, Wenhu [1 ,2 ]
Wang, Wei [1 ,2 ,3 ]
机构
[1] E China Univ Sci & Technol, Sch Pharm, Dept Pharmaceut Sci, Shanghai 200237, Peoples R China
[2] Chinese Acad Sci, Grad Sch, Shanghai Inst Biol Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
[3] Univ New Mexico, Dept Chem & Chem Biol, Albuquerque, NM 87131 USA
基金
美国国家科学基金会;
关键词
Cascade reactions; Michael-aldol; Organocatalysis; Tetrahydrothiophenes; DIPHENYLPROLINOL SILYL ETHER; ONE-POT SYNTHESIS; DOMINO REACTIONS; STEREOCONTROLLED SYNTHESIS; CONSTRUCTION; CATALYST; HENRY;
D O I
10.1016/j.tetlet.2009.03.218
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A catalytic asymmetric Michael-aldol cascade process for efficient synthesis of trisubstituted tetrahydrothiophenes is reported with high enantio- and diastereo-selectivities. Notably, three consecutive stereogenic centers including one chiral quaternary carbon center are efficiently created in the 'one-pot' operation. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2946 / 2948
页数:3
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