Chiral Bronsted Acid-Catalyzed Enantioselective Multicomponent Mannich Reaction: Synthesis of anti-1,3-Diamines Using Enecarbamates as Nucleophiles

被引：101

作者：

Dagousset, Guillaume ^{[1
]}

Drouet, Fleur ^{[1
]}

Masson, Geraldine ^{[1
]}

Zhu, Jieping ^{[1
]}

机构：

[1] CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91198 Gif Sur Yvette, France

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 23期

关键词：

FRIEDEL-CRAFTS REACTION; DIRECT MICHAEL ADDITION; PHOSPHORIC-ACIDS; ASYMMETRIC ADDITION; FACILE ACCESS; IMINES; NITROALKANES; ENAMIDES; INDOLES; HYDROGENATION;

D O I：

10.1021/ol9023985

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of aldehydes 2, anilines 3, and enecarbamates 4 In dichloromethane In the presence of EtOH and a catalytic amount of chiral phosphoric acid 5 afforded the Mannich adducts which were in situ reduced to anti-1,2-disubstituted 1,3-diamines 1 in excellent diastereoselectivity and enantioselectivity.

引用

页码：5546 / 5549

页数：4

共 78 条

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