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Organocatalytic Hydroacylation of Unactivated Alkenes
Author(s) -
DiRocco Daniel A.,
Rovis Tomislav
Publication year - 2011
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.201102920
Subject(s) - umpolung , hydroacylation , electrophile , nucleophile , chemistry , rendering (computer graphics) , alkene , adduct , organocatalysis , organic chemistry , enantioselective synthesis , aldehyde , catalysis , computer science , computer graphics (images)
N‐Heterocyclic carbenes interact with aldehydes to generate the Breslow intermediate, a rendering of the prototypical electrophile into a nucleophile (umpolung). Recent work has indicated that these intermediates may also add to simple, unpolarized alkenes. The use of a chiral precatalyst leads to the generation of the derived adducts with high yields and very high selectivities.