Practical and highly enantioselective synthesis of β-alkynyl-β-amino esters through Ag-catalyzed asymmetric Mannich reactions of silylketene acetals and alkynyl imines

被引：82

作者：

Josephsohn, NS ^{[1
]}

Carswell, EL ^{[1
]}

Snapper, ML ^{[1
]}

Hoveyda, AH ^{[1
]}

机构：

[1] Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 13期

关键词：

D O I：

10.1021/ol050910r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A readily available iso-leucine-based phosphine ligand is used to promote Ag-catalyzed Mannich reactions between silylketene acetals and various alkynyl imines. Reactions can be effected in the presence of 5 mol % catalyst, without the need for rigorous exclusion of air, and with commercially available solvents (without purification) to afford the desired beta-alkynyl-beta-amino esters in 84-94% ee and 61-91% isolated yield.

引用

页码：2711 / 2713

页数：3

共 43 条

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