C–C bond formation via copper-catalyzed conjugate addition reactions to enones in water at room temperature

Conjugate addition reactions to enones can now be done in water at room temperature with in situ generated organocopper reagents. Mixing an enone, zinc powder, TMEDA, and an alkyl halide in a micellar environemnt containing catalytic amounts of Cu(I), Ag(I), and Au(III) leads to 1,4-adducts in good...

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Main Authors: Isley, Nicholas A., Lipshutz, Bruce H., Huang, Shenlin, Leong, Wendy Wen Yi, Zhong, Guofu
Other Authors: School of Physical and Mathematical Sciences
Format: Journal Article
Language:English
Published: 2013
Online Access:https://hdl.handle.net/10356/95853
http://hdl.handle.net/10220/11287
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author Isley, Nicholas A.
Lipshutz, Bruce H.
Huang, Shenlin
Leong, Wendy Wen Yi
Zhong, Guofu
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Isley, Nicholas A.
Lipshutz, Bruce H.
Huang, Shenlin
Leong, Wendy Wen Yi
Zhong, Guofu
author_sort Isley, Nicholas A.
collection NTU
description Conjugate addition reactions to enones can now be done in water at room temperature with in situ generated organocopper reagents. Mixing an enone, zinc powder, TMEDA, and an alkyl halide in a micellar environemnt containing catalytic amounts of Cu(I), Ag(I), and Au(III) leads to 1,4-adducts in good isolated yields: no organometallic precursor need be formed.
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spelling ntu-10356/958532022-02-16T16:29:18Z C–C bond formation via copper-catalyzed conjugate addition reactions to enones in water at room temperature Isley, Nicholas A. Lipshutz, Bruce H. Huang, Shenlin Leong, Wendy Wen Yi Zhong, Guofu School of Physical and Mathematical Sciences Conjugate addition reactions to enones can now be done in water at room temperature with in situ generated organocopper reagents. Mixing an enone, zinc powder, TMEDA, and an alkyl halide in a micellar environemnt containing catalytic amounts of Cu(I), Ag(I), and Au(III) leads to 1,4-adducts in good isolated yields: no organometallic precursor need be formed. 2013-07-12T03:22:41Z 2019-12-06T19:22:20Z 2013-07-12T03:22:41Z 2019-12-06T19:22:20Z 2012 2012 Journal Article Lipshutz, B. H., Huang, S., Leong, W. W. Y., Zhong, G., & Isley, N. A. (2012). C–C Bond Formation via Copper-Catalyzed Conjugate Addition Reactions to Enones in Water at Room Temperature. Journal of the American Chemical Society, 134(49), 19985-19988. https://hdl.handle.net/10356/95853 http://hdl.handle.net/10220/11287 10.1021/ja309409e 23190029 en Journal of the American chemical society © 2012 American Chemical Society.
spellingShingle Isley, Nicholas A.
Lipshutz, Bruce H.
Huang, Shenlin
Leong, Wendy Wen Yi
Zhong, Guofu
C–C bond formation via copper-catalyzed conjugate addition reactions to enones in water at room temperature
title C–C bond formation via copper-catalyzed conjugate addition reactions to enones in water at room temperature
title_full C–C bond formation via copper-catalyzed conjugate addition reactions to enones in water at room temperature
title_fullStr C–C bond formation via copper-catalyzed conjugate addition reactions to enones in water at room temperature
title_full_unstemmed C–C bond formation via copper-catalyzed conjugate addition reactions to enones in water at room temperature
title_short C–C bond formation via copper-catalyzed conjugate addition reactions to enones in water at room temperature
title_sort c c bond formation via copper catalyzed conjugate addition reactions to enones in water at room temperature
url https://hdl.handle.net/10356/95853
http://hdl.handle.net/10220/11287
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