Organic Chemistry Portal

Abstracts

Search:

Catalytic Asymmetric Rearrangement of Allylic Trichloroacetimidates. A Practical Method for Preparing Allylic Amines and Congeners of High Enantiomeric Purity

Carolyn E. Anderson and Larry E. Overman*

*Department of Chemistry, 516 Rowland Hall, University of California, Irvine, California 92697-2025, Email: leovermauci.edu

C. E. Anderson, L. E. Overman, J. Am. Chem. Soc., 2003, 125, 12412-12413.

DOI: 10.1021/ja037086r


Abstract

COP-Cl catalyzes the rearrangement of (E)-allylic trichloroacetimidates to provide transposed allylic trichloroacetamides of high enantiopurity. This practical method for transforming prochiral allylic alcohols to enantioenriched allylic amines offers high functional group compatibility.

see article for more examples



Key Words

Allylamines, Overman Rearrangement


ID: J48-Y2003-1630