Formal Diels-Alder reactions of chalcones and formylcyclopropanes catalyzed by chiral N-heterocyclic carbenes

Formal Diels-Alder reactions of chalcones and formylcyclopropanes catalyzed by chiral N-heterocyclic carbenes

Highly enantioselective (formal) hetero-Diels–Alder reactions between chalcones and formylcyclopropanes are disclosed. The challenging N-heterocyclic carbene (NHC)-bounded enolate intermediates from formylcyclopropanes were captured for new C–C bond forming reactions. The reaction products were obta...

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Main Authors: Lv, Hui, Mo, Junming, Fang, Xinqiang, 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/10356/104164
http://hdl.handle.net/10220/19456
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1041642020-03-07T12:34:57Z Formal Diels-Alder reactions of chalcones and formylcyclopropanes catalyzed by chiral N-heterocyclic carbenes Lv, Hui Mo, Junming Fang, Xinqiang Chi, Robin Yonggui School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry Highly enantioselective (formal) hetero-Diels–Alder reactions between chalcones and formylcyclopropanes are disclosed. The challenging N-heterocyclic carbene (NHC)-bounded enolate intermediates from formylcyclopropanes were captured for new C–C bond forming reactions. The reaction products were obtained with high diastereo- and enantioselectivities and could be easily transformed to optically pure multisubstituted cyclohexane derivatives. 2014-05-26T03:14:21Z 2019-12-06T21:27:37Z 2014-05-26T03:14:21Z 2019-12-06T21:27:37Z 2011 2011 Journal Article Lv, H., Mo, J., Fang, X., & Chi, Y. R. (2011). Formal Diels-Alder Reactions of Chalcones and Formylcyclopropanes Catalyzed by Chiral N-Heterocyclic Carbenes. Organic Letters, 13(19), 5366–5369. https://hdl.handle.net/10356/104164 http://hdl.handle.net/10220/19456 10.1021/ol202250s 164424 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
Lv, Hui
Mo, Junming
Fang, Xinqiang
Chi, Robin Yonggui
Formal Diels-Alder reactions of chalcones and formylcyclopropanes catalyzed by chiral N-heterocyclic carbenes
description Highly enantioselective (formal) hetero-Diels–Alder reactions between chalcones and formylcyclopropanes are disclosed. The challenging N-heterocyclic carbene (NHC)-bounded enolate intermediates from formylcyclopropanes were captured for new C–C bond forming reactions. The reaction products were obtained with high diastereo- and enantioselectivities and could be easily transformed to optically pure multisubstituted cyclohexane derivatives.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Lv, Hui
Mo, Junming
Fang, Xinqiang
Chi, Robin Yonggui
format Article
author Lv, Hui
Mo, Junming
Fang, Xinqiang
Chi, Robin Yonggui
author_sort Lv, Hui
title Formal Diels-Alder reactions of chalcones and formylcyclopropanes catalyzed by chiral N-heterocyclic carbenes
title_short Formal Diels-Alder reactions of chalcones and formylcyclopropanes catalyzed by chiral N-heterocyclic carbenes
title_full Formal Diels-Alder reactions of chalcones and formylcyclopropanes catalyzed by chiral N-heterocyclic carbenes
title_fullStr Formal Diels-Alder reactions of chalcones and formylcyclopropanes catalyzed by chiral N-heterocyclic carbenes
title_full_unstemmed Formal Diels-Alder reactions of chalcones and formylcyclopropanes catalyzed by chiral N-heterocyclic carbenes
title_sort formal diels-alder reactions of chalcones and formylcyclopropanes catalyzed by chiral n-heterocyclic carbenes
publishDate 2014
url https://hdl.handle.net/10356/104164
http://hdl.handle.net/10220/19456
_version_ 1681046842369900544

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