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N‐Heterocyclic Carbene Catalyzed Homoenolate‐Addition Reaction of Enals and Nitroalkenes: Asymmetric Synthesis of 5‐Carbon‐Synthon δ‐Nitroesters

Angewandte Chemie International EditionPublished 23 July 2012
Biswajit Maji, Li Ji, Siming Wang, Seenuvasan Vedachalam, Rakesh Ganguly, Xue‐Wei Liu
Citations74
SJR quartileQ1
SJR score5.55
SNIP2.47

Abstract

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).

Keywords

Chemistry