Enantioselective Diels–Alder reactions of enals and alkylidene diketones catalyzed by N-heterocyclic carbenes

Enantioselective Diels–Alder reactions of enals and alkylidene diketones catalyzed by N-heterocyclic carbenes

An electron-withdrawing group was introduced to the α-position of chalcones, and the resulting alkylidene diketones showed new reactivities with enals under the catalysis of N-heterocyclic carbenes (NHCs). Selective activation of enals affords enolate equivalents that undergo highly enantioselective...

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Main Authors: Fang, Xinqiang, Chen, Xingkuan, Chi, Robin Yonggui
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2014
Subjects:
DRNTU::Science::Chemistry::Organic chemistry
Online Access:https://hdl.handle.net/10356/104206
http://hdl.handle.net/10220/19455
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1042062020-03-07T12:34:58Z Enantioselective Diels–Alder reactions of enals and alkylidene diketones catalyzed by N-heterocyclic carbenes Fang, Xinqiang Chen, Xingkuan Chi, Robin Yonggui School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry An electron-withdrawing group was introduced to the α-position of chalcones, and the resulting alkylidene diketones showed new reactivities with enals under the catalysis of N-heterocyclic carbenes (NHCs). Selective activation of enals affords enolate equivalents that undergo highly enantioselective intermolecular Diels–Alder reactions with the alkylidene diketones. No products that might have resulted from typical homoenolate pathways were observed. 2014-05-26T03:10:32Z 2019-12-06T21:28:27Z 2014-05-26T03:10:32Z 2019-12-06T21:28:27Z 2011 2011 Journal Article Fang, X., Chen, X., & Chi, Y. R. (2011). Enantioselective Diels–Alder Reactions of Enals and Alkylidene Diketones Catalyzed by N-Heterocyclic Carbenes. Organic Letters, 13(17), 4708–4711. https://hdl.handle.net/10356/104206 http://hdl.handle.net/10220/19455 10.1021/ol201917u 164423 en Organic letters © 2011 American Chemical Society.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic DRNTU::Science::Chemistry::Organic chemistry
spellingShingle DRNTU::Science::Chemistry::Organic chemistry
Fang, Xinqiang
Chen, Xingkuan
Chi, Robin Yonggui
Enantioselective Diels–Alder reactions of enals and alkylidene diketones catalyzed by N-heterocyclic carbenes
description An electron-withdrawing group was introduced to the α-position of chalcones, and the resulting alkylidene diketones showed new reactivities with enals under the catalysis of N-heterocyclic carbenes (NHCs). Selective activation of enals affords enolate equivalents that undergo highly enantioselective intermolecular Diels–Alder reactions with the alkylidene diketones. No products that might have resulted from typical homoenolate pathways were observed.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Fang, Xinqiang
Chen, Xingkuan
Chi, Robin Yonggui
format Article
author Fang, Xinqiang
Chen, Xingkuan
Chi, Robin Yonggui
author_sort Fang, Xinqiang
title Enantioselective Diels–Alder reactions of enals and alkylidene diketones catalyzed by N-heterocyclic carbenes
title_short Enantioselective Diels–Alder reactions of enals and alkylidene diketones catalyzed by N-heterocyclic carbenes
title_full Enantioselective Diels–Alder reactions of enals and alkylidene diketones catalyzed by N-heterocyclic carbenes
title_fullStr Enantioselective Diels–Alder reactions of enals and alkylidene diketones catalyzed by N-heterocyclic carbenes
title_full_unstemmed Enantioselective Diels–Alder reactions of enals and alkylidene diketones catalyzed by N-heterocyclic carbenes
title_sort enantioselective diels–alder reactions of enals and alkylidene diketones catalyzed by n-heterocyclic carbenes
publishDate 2014
url https://hdl.handle.net/10356/104206
http://hdl.handle.net/10220/19455
_version_ 1681040754770706432

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