Variable diastereoselectivity in acylation of 2-substituted cyclohexanols

Document Type

Conference Presentation

Department

Chemistry

Conference Title

241st American Chemical Society (ACS) National Meeting & Exposition

Organization

American Chemical Society (ACS)

Location

Anaheim, CA

Conference Dates

March 27-31, 2011

Date of Presentation

3-30-2011

Abstract

The ratio of diastereomeric products A and B in acylation of 2-substituted cyclohexanols was found to depend dramatically on the nature of substituents, solvent and additives. Unusual inversion of diastereoselectivity upon change of a solvent or addition of tertiary amines was found for certain combinations of reactants and conditions.

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