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

页码：738 / 742

页数：5

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