N-heterocyclic carbene catalyzed homoenolate-addition reaction of enals and nitroalkenes : asymmetric synthesis of 5-carbon-synthon δ-nitroesters

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-ni...

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Bibliographic Details
Main Authors: Maji, Biswajit, Ji, Li, Wang, Siming, Vedachalam, Seenuvasan, Ganguly, Rakesh, Liu, Xue-Wei
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
Subjects:
Online Access:https://hdl.handle.net/10356/99527
http://hdl.handle.net/10220/12504
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Institution: Nanyang Technological University
Language: English
Description
Summary: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).