Chiral Calcium Organophosphate-Catalyzed Enantioselective Electrophilic Amination of Enamides

被引：69

作者：

Drouet, Fleur ^{[1
]}

Lalli, Claudia ^{[1
]}

Liu, Hua ^{[1
]}

Masson, Geraldine ^{[1
]}

Zhu, Jieping ^{[1
,2
]}

机构：

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

[2] Ecole Polytech Fed Lausanne, EPFL SB ISIC LSPN, CH-1015 Lausanne, Switzerland

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 01期

关键词：

ASYMMETRIC ALPHA-AMINATION; STEREOSELECTIVE C-C; BRONSTED ACID; PHOSPHORIC-ACID; COOPERATIVE CATALYSIS; REDUCTIVE AMINATION; EFFICIENT CATALYST; METAL CATALYSIS; AMINO ALCOHOLS; ALDEHYDES;

D O I：

10.1021/ol102625s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly enantioselective direct amination of enamides catalyzed by chiral nonracemic calcium bis(phosphate) complex 3g afforded optically active 1,2-hydrazinoimines 4. Following a subsequent in situ hydrolysis or reduction, 2-hydrazinoketones 5 or syn-1,2-disubstituted 1,2-diamines 6 were obtained in high yields and excellent enantiomeric excess.

引用

页码：94 / 97

页数：4

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