Bicyclic-guanidine-catalyzed asymmetric Michael addition of 3-substituted oxindoles to 2-cyclopentenone

Taking the Michael: The first highly enantio- and diastereoselective Michael addition of various 3-benzyl-substituted oxindoles to 2-cyclopentenone has been developed. A variety of 3,3-disubstituted oxindoles as Michael adducts were obtained in 69–99 % yield with 73–98 % ee and 9:1 to >20:1 d.r....

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Main Authors: Yang, Caiyun, Chen, Wenchao, Yang, Wenguo, Zhu, Bo, Yan, Lin, Tan, Choon-Hong, Jiang, Zhiyong
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2014
Subjects:
Online Access:https://hdl.handle.net/10356/102113
http://hdl.handle.net/10220/18901
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1021132020-03-07T12:31:25Z Bicyclic-guanidine-catalyzed asymmetric Michael addition of 3-substituted oxindoles to 2-cyclopentenone Yang, Caiyun Chen, Wenchao Yang, Wenguo Zhu, Bo Yan, Lin Tan, Choon-Hong Jiang, Zhiyong School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Physical chemistry Taking the Michael: The first highly enantio- and diastereoselective Michael addition of various 3-benzyl-substituted oxindoles to 2-cyclopentenone has been developed. A variety of 3,3-disubstituted oxindoles as Michael adducts were obtained in 69–99 % yield with 73–98 % ee and 9:1 to >20:1 d.r. 2014-03-14T04:08:43Z 2019-12-06T20:49:55Z 2014-03-14T04:08:43Z 2019-12-06T20:49:55Z 2013 2013 Journal Article Yang, C., Chen, W., Yang, W., Zhu, B., Yan, L., Tan, C. H., et al. (2013). Bicyclic-Guanidine-Catalyzed Asymmetric Michael Addition of 3-Substituted Oxindoles to 2-Cyclopentenone. Chemistry - An Asian Journal, 8(12), 2960-2964. 1861-4728 https://hdl.handle.net/10356/102113 http://hdl.handle.net/10220/18901 10.1002/asia.201301011 en Chemistry - an Asian journal © 2013 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::Physical chemistry
spellingShingle DRNTU::Science::Chemistry::Physical chemistry
Yang, Caiyun
Chen, Wenchao
Yang, Wenguo
Zhu, Bo
Yan, Lin
Tan, Choon-Hong
Jiang, Zhiyong
Bicyclic-guanidine-catalyzed asymmetric Michael addition of 3-substituted oxindoles to 2-cyclopentenone
description Taking the Michael: The first highly enantio- and diastereoselective Michael addition of various 3-benzyl-substituted oxindoles to 2-cyclopentenone has been developed. A variety of 3,3-disubstituted oxindoles as Michael adducts were obtained in 69–99 % yield with 73–98 % ee and 9:1 to >20:1 d.r.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Yang, Caiyun
Chen, Wenchao
Yang, Wenguo
Zhu, Bo
Yan, Lin
Tan, Choon-Hong
Jiang, Zhiyong
format Article
author Yang, Caiyun
Chen, Wenchao
Yang, Wenguo
Zhu, Bo
Yan, Lin
Tan, Choon-Hong
Jiang, Zhiyong
author_sort Yang, Caiyun
title Bicyclic-guanidine-catalyzed asymmetric Michael addition of 3-substituted oxindoles to 2-cyclopentenone
title_short Bicyclic-guanidine-catalyzed asymmetric Michael addition of 3-substituted oxindoles to 2-cyclopentenone
title_full Bicyclic-guanidine-catalyzed asymmetric Michael addition of 3-substituted oxindoles to 2-cyclopentenone
title_fullStr Bicyclic-guanidine-catalyzed asymmetric Michael addition of 3-substituted oxindoles to 2-cyclopentenone
title_full_unstemmed Bicyclic-guanidine-catalyzed asymmetric Michael addition of 3-substituted oxindoles to 2-cyclopentenone
title_sort bicyclic-guanidine-catalyzed asymmetric michael addition of 3-substituted oxindoles to 2-cyclopentenone
publishDate 2014
url https://hdl.handle.net/10356/102113
http://hdl.handle.net/10220/18901
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