Resolution of both enantiomers of 5-chloro-5-methyl-2-cyclopentenone.

Autor: McMorris TC; Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla 92093-0506, USA. tmcmorris@ucsd.edu, Staake MD
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2002 Nov 01; Vol. 67 (22), pp. 7902-3.
DOI: 10.1021/jo026030x
Abstrakt: 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.
Databáze: MEDLINE