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Bis(amino)cyclopropenylidenes as Organocatalysts for Acyl Anion and Extended Umpolung Reactions
Author(s) -
Wilde Myron M. D.,
Gravel Michel
Publication year - 2013
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.201307167
Subject(s) - umpolung , carbene , enantioselective synthesis , organocatalysis , computer science , chemistry , combinatorial chemistry , catalysis , organic chemistry , nucleophile
Back to BACs : In the pursuit of novel carbene organocatalysts, bis(amino)cyclopropenylidenes (BACs) were explored as alternatives to N‐heterocyclic carbenes. They were effective in catalyzing the Stetter reaction, and displayed unique advantages over the commonly used thiazolylidenes and triazolylidenes. They also mediated extended umpolung reactions of enals. In addition, chiral analogues can be accessed readily for applications in enantioselective catalysis.