Reaction conditions are defined for the preparation of ketols by Robinson annelation of cyclohexanones. The cfs-ketol II and the írons-ketol III are formed stereoselectively from 2-methylcyclohexanone and cyclohexanone using an equimolar quantity of methyl vinyl ketone. The ketol II is a convenient source of 10-methyl-l(9)octalone-2 (I). The scope and stereochemistry of the Michael-aldol reaction sequence is discussed.
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