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Pd-Catalyzed Alkene Difunctionalization Reactions of Enolates for the Synthesis of Substituted Bicyclic Cyclopentanes. | LitMetric

Pd-Catalyzed Alkene Difunctionalization Reactions of Enolates for the Synthesis of Substituted Bicyclic Cyclopentanes.

Org Process Res Dev

Department of Chemistry, University of Michigan, 930 N. University Avenue, Ann Arbor, Michigan, 48109-1055, United States.

Published: August 2019

AI Article Synopsis

Article Abstract

Palladium-catalyzed alkene difunctionalization reactions between alkenes bearing tethered aryl or alkenyl triflates and enolate nucleophiles are described. The transformations form two C-C bonds, a ring, and up to two stereocenters, while producing substituted cyclopentane derivatives that contain appended carbonyl functionality. Products are formed with up to >20:1 diastereoselectivity, and formation of sterically congested bonds between quaternary carbon atoms is feasible.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7886259PMC
http://dx.doi.org/10.1021/acs.oprd.9b00248DOI Listing

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