Chiral Primary Amine Catalyzed Asymmetric Michael Addition of Malononitrile to α-Substituted Vinyl Ketone

被引：23

作者：

Fu, Niankai ^{[1
,2
]}

Zhang, Long ^{[1
,2
]}

Luo, Sanzhong ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, BNLMS, Beijing, Peoples R China

[2] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 02期

关键词：

ENANTIOSELECTIVE CONJUGATE ADDITIONS; ALPHA; BETA-UNSATURATED IMIDES; TRANSFER HYDROGENATION; HANTZSCH ESTERS; REDUCTION; ACID; ALKYLATION; BOND; ACTIVATION; KETIMINES;

D O I：

10.1021/ol503566a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first efficient and highly enantioselective Michael additionprotonation reaction of malononitriles to alpha-substituted vinyl ketones has been developed by using a chiral primary amine as the organocatalyst. With a Hantzsch ester as the hydride source, an enantioselective tandem reduction, Michael additionprotonation reaction of benzylidenemalononitrile has also been achieved with good yields and high enantioselectivities.

引用

页码：382 / 385

页数：4

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