Catalytic Enantioselective Amination of Enol Silyl Ethers Using a Chiral Paddle-Wheel Diruthenium Complex

被引：12

作者：

Makino, Kotoko ^{[1
]}

Kumagai, Yuhei ^{[1
]}

Yoshino, Tatsuhiko ^{[1
,2
]}

Kojima, Masahiro ^{[1
]}

Matsunaga, Shigeki ^{[1
,2
]}

机构：

[1] Hokkaido Univ, Fac Pharmaceut Sci, Sapporo 0600812, Japan

[2] Hokkaido Univ, Global Stn Biosurfaces & Drug Discovery, Sapporo 0600812, Japan

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 18期

关键词：

C-H; RHODIUM(II)-CATALYZED AZIRIDINATION; STEREOSELECTIVE FUNCTIONALIZATION; DIRHODIUM TETRACARBOXYLATES; SECONDARY-AMINES; CARBOXYLATES; AMIDATION; OXIDATION; BONDS;

D O I：

10.1021/acs.orglett.3c00940

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A chiral paddle-wheel dinuclear ruthenium catalyst was applied to a catalytic asymmetric nitrene-transfer reaction with enol silyl ethers. The ruthenium catalyst was applicable to aliphatic enol silyl ethers as well as aryl-containing enol silyl ethers. The substrate scope of the ruthenium catalyst was superior to that of analogous chiral paddle-wheel rhodium catalysts. alpha-Amino ketones derived from aliphatic substrates were obtained in up to 97% ee with the ruthenium catalyst, while analogous rhodium catalysts resulted in only moderate enantioselectivity.

引用

页码：3234 / 3238

页数：5

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