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Communication | Special issue | Vol 28, No. 1, 1989, pp.75-78
Published online, 1st January, 1970
DOI: 10.3987/COM-88-S29
Des-AB-steroids by a New Method of Cholesterol Degradation

Jacek W. Morzycki* and Jolanta Mudz

*Bialystock Branch, Institute of Chemistry, University of Warsaw, Al. Pilsudskiego 11/4, 15-443 Bialystok, Poland

Abstract

A two-step procedure for Westphalen diol diacetate 1 fragmentation to keto-aldehyde 5 and (4S)-4-hydroxy-2-methylcyclohexanones (6a and 6b) has been developed. Ozonolysis of a double bond in 1 followed by retroaldolization afforded compound 5 in 42 % yield.