Organic Chemistry Portal

Abstracts

Search:

Synthesis of α-Amido Ketones via Organic Catalysis:  Thiazolium-Catalyzed Cross-Coupling of Aldehydes with Acylimines

Jerry A. Murry*, Doug E. Frantz*, Arash Soheili, Richard Tillyer, Edward J. J. Grabowski and Paul J. Reider

*Process Research Department Merck Research Laboratories, Merck and Co. Inc. P.O. Box 2000, Rahway, New Jersey 07065, USA, Email: jerry.murryamgen.com, doug.frantzutsa.edu

J. A. Murry, D. E. Frantz, A. Soheili, R. Tillyer, E. J. J. Grabowski, P. J. Reider, J. Am. Chem. Soc., 2001, 123, 9696-9697.

DOI: 10.1021/ja0165943



see article for more reactions

Abstract

A general and convenient thiazolium-catalyzed cross-coupling of various aldehydes with acylimines derived from sulfonylamides provides ready access to structurally diverse α-amido ketones.

see article for more examples

proposed mechanism



Key Words

α-amino ketones, Stetter reaction, organocatalysis


ID: J48-Y2001