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Water‐Compatible Iminium Activation: Organocatalytic Michael Reactions of Carbon‐Centered Nucleophiles with Enals
Author(s) -
Palomo Claudio,
Landa Aitor,
Mielgo Antonia,
Oiarbide Mikel,
Puente Ángel,
Vera Silvia
Publication year - 2007
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.200703261
Subject(s) - enantioselective synthesis , nucleophile , rolipram , catalysis , iminium , chemistry , michael reaction , organocatalysis , carbon fibers , organic chemistry , combinatorial chemistry , phosphodiesterase , computer science , algorithm , enzyme , composite number
A pool of water ‐compatible catalysts, namely the chiral prolinol‐based catalysts 1 , has been developed for highly enantioselective CC bond‐forming Michael reactions in water (see scheme). The synthesis of ( S )‐Rolipram, a type IV phosphodiesterase inhibitor, was also demonstrated.