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Palladium(II)-catalyzed enantio- and diastereoselective synthesis of pyrrolidine derivatives.

ABSTRACT: A palladium-catalyzed enantio- and diastereoselective synthesis of pyrrolidine derivatives is described. Initial intramolecular nucleopalladation of the tethered protected amine forms the pyrrolidine moiety and a quinone methide intermediate. A second nucleophile adds intermolecularly to afford diverse products in high enantio- and diastereoselectivity.

SUBMITTER: Jana R 

PROVIDER: S-EPMC3459323 | biostudies-literature | 2012 Aug

REPOSITORIES: biostudies-literature

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Palladium(II)-catalyzed enantio- and diastereoselective synthesis of pyrrolidine derivatives.

Jana Ranjan R   Pathak Tejas P TP   Jensen Katrina H KH   Sigman Matthew S MS  

Organic letters 20120808 16

A palladium-catalyzed enantio- and diastereoselective synthesis of pyrrolidine derivatives is described. Initial intramolecular nucleopalladation of the tethered protected amine forms the pyrrolidine moiety and a quinone methide intermediate. A second nucleophile adds intermolecularly to afford diverse products in high enantio- and diastereoselectivity. ...[more]

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