Journal
TETRAHEDRON-ASYMMETRY
Volume 19, Issue 6, Pages 655-663Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2008.02.015
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A series of new chiral palladium-bisphosphinite complexes have been prepared from readily available, naturally occurring chiral alcohols. The complexes were used to efficiently carry out catalytic allylic alkylation of 1,3-diphenylpropeiie-2-yl acetate with dimethyl malonate. The complexes based on derivatives of ascorbic acid carry out enantioselective alkylations, one of which showed an ee as high as 97%. Based on the structural characterization, it can be surmised that strategic placement of phenyl groups is key to higher enantioselectivities. (c) 2008 Elsevier Ltd. All rights reserved.
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