Diasteroselective Preparation of Cyclopropanols Using Methylene Bis(iodozinc)
Kevin Cheng, Patrick J. Carroll and Patrick J. Walsh*
*Department of Chemistry, University of Pennsylvania,
Philadelphia, Pennsylvania 19104, United States, Email: pwalsh
sas.upenn.edu
K. Cheng, P. J. Carroll, P. J. Walsh, Org. Lett., 2011, 13, 2346-2349.
DOI: 10.1021/ol200597h
Abstract
The reaction of bimetallic CH2(ZnI)2 with α-chloroaldehydes enables a diastereoselective synthesis of trans-2-substituted cyclopropanols in very good yields and dr's. The high trans-selectivity resulted from equilibration of the cyclopropoxide intermediates.
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ID: J54-Y2011-1360
