Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen

Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen

Pentanidium-catalyzed α-hydroxylation of 3-substituted-2-oxindoles using molecular oxygen has been developed with good yields and enantioselectivities. This reaction does not require an additional reductant such as triethyl phosphite, which was typically added to reduce the peroxide intermediate. Th...

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Main Authors: Yang, Yuanyong, Moinodeen, Farhana, Chin, Willy, Ma, Ting, Jiang, Zhiyong, Tan, Choon-Hong
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
Online Access:https://hdl.handle.net/10356/97470
http://hdl.handle.net/10220/10584
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-974702020-03-07T12:34:43Z Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen Yang, Yuanyong Moinodeen, Farhana Chin, Willy Ma, Ting Jiang, Zhiyong Tan, Choon-Hong School of Physical and Mathematical Sciences Pentanidium-catalyzed α-hydroxylation of 3-substituted-2-oxindoles using molecular oxygen has been developed with good yields and enantioselectivities. This reaction does not require an additional reductant such as triethyl phosphite, which was typically added to reduce the peroxide intermediate. The reaction was demonstrated to consist of two-steps: an enantioselective formation of hydroperoxide oxindole and a kinetic resolution of the hydroperoxide oxindole via reduction with enolates generated from the oxindoles. 2013-06-25T02:42:15Z 2019-12-06T19:43:04Z 2013-06-25T02:42:15Z 2019-12-06T19:43:04Z 2012 2012 Journal Article Yang, Y., Moinodeen, F., Chin, W., Ma, T., Jiang, Z., & Tan, C.-H. (2012). Pentanidium–Catalyzed Enantioselective α-Hydroxylation of Oxindoles Using Molecular Oxygen. Organic Letters, 14(18), 4762-4765. 1523-7060 https://hdl.handle.net/10356/97470 http://hdl.handle.net/10220/10584 10.1021/ol302030v en Organic letters © 2012 American Chemical Society.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
description Pentanidium-catalyzed α-hydroxylation of 3-substituted-2-oxindoles using molecular oxygen has been developed with good yields and enantioselectivities. This reaction does not require an additional reductant such as triethyl phosphite, which was typically added to reduce the peroxide intermediate. The reaction was demonstrated to consist of two-steps: an enantioselective formation of hydroperoxide oxindole and a kinetic resolution of the hydroperoxide oxindole via reduction with enolates generated from the oxindoles.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Yang, Yuanyong
Moinodeen, Farhana
Chin, Willy
Ma, Ting
Jiang, Zhiyong
Tan, Choon-Hong
format Article
author Yang, Yuanyong
Moinodeen, Farhana
Chin, Willy
Ma, Ting
Jiang, Zhiyong
Tan, Choon-Hong
spellingShingle Yang, Yuanyong
Moinodeen, Farhana
Chin, Willy
Ma, Ting
Jiang, Zhiyong
Tan, Choon-Hong
Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen
author_sort Yang, Yuanyong
title Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen
title_short Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen
title_full Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen
title_fullStr Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen
title_full_unstemmed Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen
title_sort pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen
publishDate 2013
url https://hdl.handle.net/10356/97470
http://hdl.handle.net/10220/10584
_version_ 1681047036612313088

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