Kinetic resolution of 1,2-diols via NHC-catalyzed site-selective esterification

A kinetic resolution of 1,2-diols bearing both a secondary and a primary alcohol motif through an N-heterocyclic carbene-catalyzed oxidative acylation reaction has been developed. A site- and enantioselective esterification reaction is involved for this process. Both the monoacylated diols obtained...

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Main Authors: Liu, Bin, Yan, Jiekuan, Huang, Ruoyan, Wang, Weihong, Jin, Zhichao, Zanoni, Giuseppe, Zheng, Pengcheng, Yang, Song, Chi, Robin Yonggui
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2020
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Online Access:https://hdl.handle.net/10356/138240
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1382402023-02-28T19:21:46Z Kinetic resolution of 1,2-diols via NHC-catalyzed site-selective esterification Liu, Bin Yan, Jiekuan Huang, Ruoyan Wang, Weihong Jin, Zhichao Zanoni, Giuseppe Zheng, Pengcheng Yang, Song Chi, Robin Yonggui School of Physical and Mathematical Sciences Science::Chemistry::Organic chemistry Enantioselective Esterification A kinetic resolution of 1,2-diols bearing both a secondary and a primary alcohol motif through an N-heterocyclic carbene-catalyzed oxidative acylation reaction has been developed. A site- and enantioselective esterification reaction is involved for this process. Both the monoacylated diols obtained and the remaining enantioenriched 1,2-diols are versatile building blocks for the preparation of functional molecules with proven biological activities. NRF (Natl Research Foundation, S’pore) ASTAR (Agency for Sci., Tech. and Research, S’pore) MOE (Min. of Education, S’pore) Accepted version 2020-04-29T08:12:39Z 2020-04-29T08:12:39Z 2018 Journal Article Liu, B., Yan, K., Huang, R., Wang, W., Jin, Z, Zanoni, G., . . ., Chi, R. Y. (2018). Kinetic resolution of 1,2-diols via NHC-catalyzed site-selective esterification. Organic letters, 20(12), 3447-3450. doi:10.1021/acs.orglett.8b01029 1523-7052 https://hdl.handle.net/10356/138240 10.1021/acs.orglett.8b01029 29863883 2-s2.0-85048787588 12 20 3447 3450 en Organic letters © 2018 American Chemical Society. All rights reserved. This paper was published in Organic letters and is made available with permission of American Chemical Society. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry::Organic chemistry
Enantioselective
Esterification
spellingShingle Science::Chemistry::Organic chemistry
Enantioselective
Esterification
Liu, Bin
Yan, Jiekuan
Huang, Ruoyan
Wang, Weihong
Jin, Zhichao
Zanoni, Giuseppe
Zheng, Pengcheng
Yang, Song
Chi, Robin Yonggui
Kinetic resolution of 1,2-diols via NHC-catalyzed site-selective esterification
description A kinetic resolution of 1,2-diols bearing both a secondary and a primary alcohol motif through an N-heterocyclic carbene-catalyzed oxidative acylation reaction has been developed. A site- and enantioselective esterification reaction is involved for this process. Both the monoacylated diols obtained and the remaining enantioenriched 1,2-diols are versatile building blocks for the preparation of functional molecules with proven biological activities.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Liu, Bin
Yan, Jiekuan
Huang, Ruoyan
Wang, Weihong
Jin, Zhichao
Zanoni, Giuseppe
Zheng, Pengcheng
Yang, Song
Chi, Robin Yonggui
format Article
author Liu, Bin
Yan, Jiekuan
Huang, Ruoyan
Wang, Weihong
Jin, Zhichao
Zanoni, Giuseppe
Zheng, Pengcheng
Yang, Song
Chi, Robin Yonggui
author_sort Liu, Bin
title Kinetic resolution of 1,2-diols via NHC-catalyzed site-selective esterification
title_short Kinetic resolution of 1,2-diols via NHC-catalyzed site-selective esterification
title_full Kinetic resolution of 1,2-diols via NHC-catalyzed site-selective esterification
title_fullStr Kinetic resolution of 1,2-diols via NHC-catalyzed site-selective esterification
title_full_unstemmed Kinetic resolution of 1,2-diols via NHC-catalyzed site-selective esterification
title_sort kinetic resolution of 1,2-diols via nhc-catalyzed site-selective esterification
publishDate 2020
url https://hdl.handle.net/10356/138240
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