Core structure-based design of Organocatalytic [3+2]-Cycloaddition reactions: highly efficient and Stereocontrolled Syntheses of 3,3′-Pyrrolidonyl Spirooxindoles

Extraordinary levels of stereocontrol were achieved in an efficient organocatalytic asymmetric [3+2]-cycloaddition reaction between an α-isothiocyanato imide and various methyleneindolinones. Simple precursors were used for the rapid construction of spirocyclic oxindole derivatives with high enantio...

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Main Authors: Barbas III, Carlos F., Tan, Bin, Zeng, Xiaofei, Leong, Wendy Wen Yi, Shi, Zugui, Zhong, Guofu
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
Online Access:https://hdl.handle.net/10356/99531
http://hdl.handle.net/10220/12896
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-995312020-03-07T12:34:47Z Core structure-based design of Organocatalytic [3+2]-Cycloaddition reactions: highly efficient and Stereocontrolled Syntheses of 3,3′-Pyrrolidonyl Spirooxindoles Barbas III, Carlos F. Tan, Bin Zeng, Xiaofei Leong, Wendy Wen Yi Shi, Zugui Zhong, Guofu School of Physical and Mathematical Sciences Extraordinary levels of stereocontrol were achieved in an efficient organocatalytic asymmetric [3+2]-cycloaddition reaction between an α-isothiocyanato imide and various methyleneindolinones. Simple precursors were used for the rapid construction of spirocyclic oxindole derivatives with high enantiopurity and structural diversity, thus providing a new avenue of significance to medicinal chemistry and diversity-oriented synthesis. 2013-08-02T04:53:09Z 2019-12-06T20:08:26Z 2013-08-02T04:53:09Z 2019-12-06T20:08:26Z 2012 2012 Journal Article Tan, B., Zeng, X., Leong, W. W. Y., Shi, Z., Barbas, C. F.,& Zhong, G. (2012). Core Structure-Based Design of Organocatalytic [3+2]-Cycloaddition Reactions: Highly Efficient and Stereocontrolled Syntheses of 3,3′-Pyrrolidonyl Spirooxindoles. Chemistry - A European Journal, 18(1), 63-67. 0947-6539 https://hdl.handle.net/10356/99531 http://hdl.handle.net/10220/12896 10.1002/chem.201103449 en Chemistry - a European journal
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
description Extraordinary levels of stereocontrol were achieved in an efficient organocatalytic asymmetric [3+2]-cycloaddition reaction between an α-isothiocyanato imide and various methyleneindolinones. Simple precursors were used for the rapid construction of spirocyclic oxindole derivatives with high enantiopurity and structural diversity, thus providing a new avenue of significance to medicinal chemistry and diversity-oriented synthesis.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Barbas III, Carlos F.
Tan, Bin
Zeng, Xiaofei
Leong, Wendy Wen Yi
Shi, Zugui
Zhong, Guofu
format Article
author Barbas III, Carlos F.
Tan, Bin
Zeng, Xiaofei
Leong, Wendy Wen Yi
Shi, Zugui
Zhong, Guofu
spellingShingle Barbas III, Carlos F.
Tan, Bin
Zeng, Xiaofei
Leong, Wendy Wen Yi
Shi, Zugui
Zhong, Guofu
Core structure-based design of Organocatalytic [3+2]-Cycloaddition reactions: highly efficient and Stereocontrolled Syntheses of 3,3′-Pyrrolidonyl Spirooxindoles
author_sort Barbas III, Carlos F.
title Core structure-based design of Organocatalytic [3+2]-Cycloaddition reactions: highly efficient and Stereocontrolled Syntheses of 3,3′-Pyrrolidonyl Spirooxindoles
title_short Core structure-based design of Organocatalytic [3+2]-Cycloaddition reactions: highly efficient and Stereocontrolled Syntheses of 3,3′-Pyrrolidonyl Spirooxindoles
title_full Core structure-based design of Organocatalytic [3+2]-Cycloaddition reactions: highly efficient and Stereocontrolled Syntheses of 3,3′-Pyrrolidonyl Spirooxindoles
title_fullStr Core structure-based design of Organocatalytic [3+2]-Cycloaddition reactions: highly efficient and Stereocontrolled Syntheses of 3,3′-Pyrrolidonyl Spirooxindoles
title_full_unstemmed Core structure-based design of Organocatalytic [3+2]-Cycloaddition reactions: highly efficient and Stereocontrolled Syntheses of 3,3′-Pyrrolidonyl Spirooxindoles
title_sort core structure-based design of organocatalytic [3+2]-cycloaddition reactions: highly efficient and stereocontrolled syntheses of 3,3′-pyrrolidonyl spirooxindoles
publishDate 2013
url https://hdl.handle.net/10356/99531
http://hdl.handle.net/10220/12896
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