Abstract
trans-2,6-Disubstituted cyclohexanones were synthesized with high regio- and stereoselectivity by allylic substitution followed by ozonolysis. Both alkyl and aryl groups were successfully installed to the cyclohexane ring. The stereochemistry of the SN2' products was determined to be controlled by the pre-existing chirality on the ring. The present method is highlighted by the synthesis of enantiomerically enriched cyclohexanones.
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