4.5 Article

Kinetic resolution in Pd-catalyzed allylic substitution using the helical PHelix ligand

Journal

JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume 603, Issue 1, Pages 105-109

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/S0022-328X(00)00173-X

Keywords

Pd-catalysis; allylic substitution; kinetic resolution; helicity; asymmetric catalysis

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The chiral helical diphosphine 2,1 5-bis(diphenylphosphino)-hexahelicene (PHelix) is an excellent ligand in palladium catalyzed kinetic resolution involving allylic substitution. Depending upon the substrate, enantioselectivities (ee) of up to 99% are observed. Although formally a diphosphine, PHelix appears not to undergo chelation, which means that it behaves as a chiral monophosphine. (C) 2000 Published by Elsevier Science S.A. All rights reserved.

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