Resolution of both enantiomers of 5-chloro-5-methyl-2-cyclopentenone.
Reduction of (+/-)-5-chloro-5-methyl-2-cyclopentenone with BH(3).THF and catalytic (R)-2-methyl-CBS-oxazaborolidine gave readily separable diastereomers with high ee values. Oxidation of the diastereomers furnished the enantiomers of the chloromethylcyclopentenone.
McMorris
Trevor C
TC
Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla 92093-0506, USA. tmcmorris@ucsd.edu
Staake
Michael D
MD