Iridium-catalyzed diastereoselective amination of alcohols with chiral tert-butanesulfinamide by the use of a borrowing hydrogen methodology

被引：17

作者：

Xi, Xiaomei ^{[1
]}

Li, Yongjie ^{[1
]}

Wang, Guannan ^{[1
]}

Xu, Guangda ^{[1
]}

Shang, Lina ^{[1
]}

Zhang, Yao ^{[1
]}

Xia, Lixin ^{[1
]}

机构：

[1] Liaoning Univ, Coll Chem, Shenyang 110036, Liaoning, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2019年 / 17卷 / 33期

关键词：

ASYMMETRIC TRANSFER HYDROGENATION; N-ALKYLATION; COOPERATIVE CATALYSIS; REDUCTIVE AMINATION; SECONDARY ALCOHOLS; PRIMARY AMINES; IRIDACYCLE;

D O I：

10.1039/c9ob01417a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An iridium-catalyzed diastereoselective amination of alcohols with chiral tert-butanesulfinamide was developed under basic conditions, affording the optically active secondary sulfinamides in high yields and diastereoselectivities. The removal of the sulfinyl group from sulfonamides allowed a facile access to a wide range of alpha-chiral primary amines. This synthetic strategy was further applied in the synthesis of the marketed pharmaceuticals (S)-rivastigmine and NPS R-568.

引用

页码：7651 / 7654

页数：4

共 39 条

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