Asymmetric chiral ligand-directed alkene dioxygenation.

Org Lett

Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109, USA.

Published: January 2013

A Pd-catalyzed asymmetric alkene 1,2-dioxygenation reaction is described. The diastereoselectivity of the reaction is controlled by tethering a chiral oxime ether directing group to the alkene substrate. The best selectivities are obtained with 8-substituted menthone-derived oxime ether auxiliaries.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3600423PMC
http://dx.doi.org/10.1021/ol303003gDOI Listing

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