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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 (free Supporting Information)


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.

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Key Words

Allylamines, Overman Rearrangement


ID: J48-Y2003-1630