Organocatalytic Enantioselective Nucleophilic Vinylic Substitution | Zendy

Poulsen Thomas B. | Zendy; Bernardi Luca | Zendy; Bell Mark | Zendy; Jørgensen Karl Anker | Zendy

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Organocatalytic Enantioselective Nucleophilic Vinylic Substitution

Author(s) -

Poulsen Thomas B.,

Bernardi Luca,

Bell Mark,

Jørgensen Karl Anker

Publication year - 2006

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200602275

Subject(s) - enantioselective synthesis , stereocenter , alkene , chemistry , substitution (logic) , nucleophilic substitution , optically active , nucleophile , stereochemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , computer science , programming language

The clash of hybridizations : A tailored phase‐transfer organocatalyst merges sp 3 ‐ and sp 2 ‐hybridized carbon atoms by catalyzing the first enantioselective vinylic substitution (see scheme; EWG=electron‐withdrawing group). The method provides access to optically active compounds possessing vinyl‐substituted quaternary stereocenters with control of the alkene configuration.

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