Asymmetric -Amination Reaction of Alkenoate Cyclic Esters Catalyzed by Chiral Tin Alkoxides

被引：3
|
作者：
Yanagisawa, Akira [1 ]
Yamashita, Yoshiki [1 ]
Uchiyama, Chika [1 ]
Nakano, Ryuta [1 ]
Horiguchi, Moe [1 ]
Ida, Kazuki [1 ]
机构：
[1] Chiba Univ, Grad Sch Sci, Dept Chem, Mol Chiral Res Ctr,Soft Mol Activat Res Ctr,Inage, Chiba 2638522, Japan
来源：
SYNLETT | 2019年 / 30卷 / 06期
关键词：
alkenoate cyclic esters; lactones; amination; asymmetric catalysis; dialkyl azodicarboxylates; tin catalysis; ELECTROPHILIC ALPHA-AMINATION; BETA-KETO-ESTERS; ENANTIOSELECTIVE AMINATION; ALDEHYDES; CYANOACETATES; COMPLEXES; FUNCTIONALIZATION; DEAROMATIZATION; 2-NAPHTHOLS; COPPER(II);
D O I：
10.1055/s-0037-1612278
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A catalytic enantioselective -amination reaction of alkenoate cyclic esters with dialkyl azodicarboxylates was achieved by using a 3,3-di(1-naphthyl)-substituted ( R )-BINOL-dibromostannane complex as a chiral precatalyst in the presence of a sodium alkoxide and an alcohol. Optically active -hydrazino ketones were obtained in moderate to high yields and with up to 91% ee in the presence of the chiral tin alkoxide generated in situ.
引用
收藏
页码：738 / 742
页数：5
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