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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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
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Online Access:https://hdl.handle.net/10356/99527
http://hdl.handle.net/10220/12504
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-995272020-03-07T12:34:47Z N-heterocyclic carbene catalyzed homoenolate-addition reaction of enals and nitroalkenes : asymmetric synthesis of 5-carbon-synthon δ-nitroesters Maji, Biswajit Ji, Li Wang, Siming Vedachalam, Seenuvasan Ganguly, Rakesh Liu, Xue-Wei School of Physical and Mathematical Sciences DRNTU::Science::Chemistry 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). 2013-07-30T03:40:47Z 2019-12-06T20:08:23Z 2013-07-30T03:40:47Z 2019-12-06T20:08:23Z 2012 2012 Journal Article Maji, B., Ji, L., Wang, S., Vedachalam, S., Ganguly, R., & Liu, X.-W. (2012). N-Heterocyclic Carbene Catalyzed Homoenolate-Addition Reaction of Enals and Nitroalkenes: Asymmetric Synthesis of 5-Carbon-Synthon δ-Nitroesters. Angewandte Chemie International Edition, 51(33), 8276-8280. 1433-7851 https://hdl.handle.net/10356/99527 http://hdl.handle.net/10220/12504 10.1002/anie.201203449 en Angewandte chemie international edition © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic DRNTU::Science::Chemistry
spellingShingle DRNTU::Science::Chemistry
Maji, Biswajit
Ji, Li
Wang, Siming
Vedachalam, Seenuvasan
Ganguly, Rakesh
Liu, Xue-Wei
N-heterocyclic carbene catalyzed homoenolate-addition reaction of enals and nitroalkenes : asymmetric synthesis of 5-carbon-synthon δ-nitroesters
description 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).
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Maji, Biswajit
Ji, Li
Wang, Siming
Vedachalam, Seenuvasan
Ganguly, Rakesh
Liu, Xue-Wei
format Article
author Maji, Biswajit
Ji, Li
Wang, Siming
Vedachalam, Seenuvasan
Ganguly, Rakesh
Liu, Xue-Wei
author_sort Maji, Biswajit
title N-heterocyclic carbene catalyzed homoenolate-addition reaction of enals and nitroalkenes : asymmetric synthesis of 5-carbon-synthon δ-nitroesters
title_short N-heterocyclic carbene catalyzed homoenolate-addition reaction of enals and nitroalkenes : asymmetric synthesis of 5-carbon-synthon δ-nitroesters
title_full N-heterocyclic carbene catalyzed homoenolate-addition reaction of enals and nitroalkenes : asymmetric synthesis of 5-carbon-synthon δ-nitroesters
title_fullStr N-heterocyclic carbene catalyzed homoenolate-addition reaction of enals and nitroalkenes : asymmetric synthesis of 5-carbon-synthon δ-nitroesters
title_full_unstemmed N-heterocyclic carbene catalyzed homoenolate-addition reaction of enals and nitroalkenes : asymmetric synthesis of 5-carbon-synthon δ-nitroesters
title_sort n-heterocyclic carbene catalyzed homoenolate-addition reaction of enals and nitroalkenes : asymmetric synthesis of 5-carbon-synthon δ-nitroesters
publishDate 2013
url https://hdl.handle.net/10356/99527
http://hdl.handle.net/10220/12504
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