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Organocatalytic Asymmetric Synthesis of β‐Aryl‐β‐isocyano Esters
Author(s) -
Morana Fabio,
Basso Andrea,
Bella Marco,
Riva Renata,
Banfi Luca
Publication year - 2012
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201200140
Subject(s) - chemistry , aryl , cinchona , enantioselective synthesis , cinchona alkaloids , catalysis , ammonium , organic chemistry , organocatalysis , combinatorial chemistry , alkyl
The asymmetric addition of malonates to in situ generated N ‐formylimines of aromatic aldehydes was achieved under phase‐transfer catalysis using Cinchona alkaloids‐derived quaternary ammonium salts. The resulting β‐formamidomalonates have been efficiently converted into β‐aryl‐β‐isocyano esters. Their utility in the multicomponent Ugi reaction with chiral cyclic imines has been demonstrated.