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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 ?-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 | 2011-01-01

REPOSITORIES: biostudies

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