Highly stereoselective Bronsted acid catalyzed synthesis of spirooxindole pyrans.

ABSTRACT: A Brønsted acid-catalyzed Prins-type cyclization sequence to construct spirooxindole pyrans in high yields and excellent diastereoselectivity has been developed. The combination of a β-hydroxy dioxinone fragment and isatin dimethyl acetal generate oxa-spirooxindoles efficiently. These compounds are diversifiable scaffolds that tap into the rich chemistry of dioxinones.

SUBMITTER: Wang J 

PROVIDER: S-EPMC3115630 | biostudies-literature | 2011 Jun

REPOSITORIES: biostudies-literature