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N‐Heterocyclic Carbene Catalyzed Homoenolate‐Addition Reaction of Enals and Nitroalkenes: Asymmetric Synthesis of 5‐Carbon‐Synthon δ‐Nitroesters
Author(s) -
Maji Biswajit,
Ji Li,
Wang Siming,
Vedachalam Seenuvasan,
Ganguly Rakesh,
Liu XueWei
Publication year - 2012
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.201203449
Subject(s) - synthon , carbene , catalysis , enantioselective synthesis , chemistry , carbon fibers , combinatorial chemistry , organocatalysis , organic chemistry , materials science , composite number , composite material
Synthesizing synthons : The highly enantioselective title reaction is described. It employs catalytic amounts of N‐heterocyclic carbene precursors and transforms a broad range of nitroalkenes, such as nitrodienes, nitroenynes, and nitrostyrenes, through reaction with a broad range of enals, into δ‐nitroesters via homoenolate intermediates (see scheme).