Organocatalytic Asymmetric Synthesis of Bridged Acetals with Spirooxindole Skeleton.

J Org Chem

Department of Chemistry , Indian Institute of Technology Guwahati, North Guwahati , Assam 781039 , India.

Published: December 2018

The first highly diastereo- and enantioselective synthesis of bridged O, O-acetals embedded with spirooxindoles has been developed. Dioxindoles and 2-hydroxy cinnamaldehydes were employed as the reaction partners in this method. The desired products were obtained via diaryl prolinol TBS ether catalyzed Michael reaction followed by acetal formation with TFA.

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http://dx.doi.org/10.1021/acs.joc.8b02156DOI Listing

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