Stereoselective Synthesis of Dioxolanes and Oxazolidines via a Desymmetrization Acetalization/Michael Cascade.

ABSTRACT: The desymmetrization of p-quinols using a Brønsted acid catalyzed acetalization/Michael cascade was achieved in high yields and diastereoselectivities for aldehydes and imines. Use of a chiral Brønsted acid allowed for the synthesis of 1,3-dioxolane and 1,3-oxazolidine products in modest enantioselectivity.

SUBMITTER: Rubush DM 

PROVIDER: S-EPMC4422513 | biostudies-literature | 2014 Mar

REPOSITORIES: biostudies-literature