Highly diastereo-/enantioselective Cu-catalyzed propargylic alkylations of propargyl acetates with cyclic enamines?

RSC Advances Pub Date: 2016-01-28 DOI: 10.1039/C5RA25627E

Abstract

Highly diastereo- and enantioselective copper-catalyzed propargylic alkylations of propargylic acetates with morpholine-derived cyclic enamines for the construction of vicinal tertiary stereocenters have been developed. By the employment of a less sterically hindered chiral tridentate P,N,N-ligand, good to excellent diastereo- (up to >98?:?2 dr) and enantioselectivity (up to 99% ee) could be achieved for a wide range of substrates.

Graphical abstract: Highly diastereo-/enantioselective Cu-catalyzed propargylic alkylations of propargyl acetates with cyclic enamines
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