Access to P-Stereogenic Phosphinates via N-Heterocyclic Carbene-Catalyzed Desymmetrization of Bisphenols

Access to P-Stereogenic Phosphinates via N-Heterocyclic Carbene-Catalyzed Desymmetrization of Bisphenols

A carbene-catalyzed desymmetrization of prochiral bisphenol compounds bearing remote P-stereogenic centers is disclosed. The catalytic reactions can be performed on gram scales with 1 mol % N-heterocyclic carbene (NHC) catalyst, providing efficient access to enantiomerically enriched P-stereogenic p...

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Main Authors: Huang, Zhijian, Huang, Xuan, Li, Baosheng, Mou, Chengli, Yang, Song, Song, Bao-An, Chi, Yonggui Robin
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2017
Subjects:
Bisphenols
Phosphinates
Online Access:https://hdl.handle.net/10356/85621
http://hdl.handle.net/10220/43779
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Institution: Nanyang Technological University
Language: English
id sg-ntu-dr.10356-85621
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spelling sg-ntu-dr.10356-856212020-03-07T12:31:32Z Access to P-Stereogenic Phosphinates via N-Heterocyclic Carbene-Catalyzed Desymmetrization of Bisphenols Huang, Zhijian Huang, Xuan Li, Baosheng Mou, Chengli Yang, Song Song, Bao-An Chi, Yonggui Robin School of Physical and Mathematical Sciences Bisphenols Phosphinates A carbene-catalyzed desymmetrization of prochiral bisphenol compounds bearing remote P-stereogenic centers is disclosed. The catalytic reactions can be performed on gram scales with 1 mol % N-heterocyclic carbene (NHC) catalyst, providing efficient access to enantiomerically enriched P-stereogenic phosphinates. The chiral phosphinates prepared with our method can find widespread applications as asymmetric organic catalysts and ligands. MOE (Min. of Education, S’pore) 2017-09-22T03:46:12Z 2019-12-06T16:07:14Z 2017-09-22T03:46:12Z 2019-12-06T16:07:14Z 2016 Journal Article Huang, Z., Huang, X., Li, B., Mou, C., Yang, S., Song, B.-A., et al. (2016). Access to P-Stereogenic Phosphinates via N-Heterocyclic Carbene-Catalyzed Desymmetrization of Bisphenols. Journal of the American Chemical Society, 138(24), 7524-7527. 0002-7863 https://hdl.handle.net/10356/85621 http://hdl.handle.net/10220/43779 10.1021/jacs.6b04624 en Journal of the American Chemical Society © 2016 American Chemical Society
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic Bisphenols
Phosphinates
spellingShingle Bisphenols
Phosphinates
Huang, Zhijian
Huang, Xuan
Li, Baosheng
Mou, Chengli
Yang, Song
Song, Bao-An
Chi, Yonggui Robin
Access to P-Stereogenic Phosphinates via N-Heterocyclic Carbene-Catalyzed Desymmetrization of Bisphenols
description A carbene-catalyzed desymmetrization of prochiral bisphenol compounds bearing remote P-stereogenic centers is disclosed. The catalytic reactions can be performed on gram scales with 1 mol % N-heterocyclic carbene (NHC) catalyst, providing efficient access to enantiomerically enriched P-stereogenic phosphinates. The chiral phosphinates prepared with our method can find widespread applications as asymmetric organic catalysts and ligands.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Huang, Zhijian
Huang, Xuan
Li, Baosheng
Mou, Chengli
Yang, Song
Song, Bao-An
Chi, Yonggui Robin
format Article
author Huang, Zhijian
Huang, Xuan
Li, Baosheng
Mou, Chengli
Yang, Song
Song, Bao-An
Chi, Yonggui Robin
author_sort Huang, Zhijian
title Access to P-Stereogenic Phosphinates via N-Heterocyclic Carbene-Catalyzed Desymmetrization of Bisphenols
title_short Access to P-Stereogenic Phosphinates via N-Heterocyclic Carbene-Catalyzed Desymmetrization of Bisphenols
title_full Access to P-Stereogenic Phosphinates via N-Heterocyclic Carbene-Catalyzed Desymmetrization of Bisphenols
title_fullStr Access to P-Stereogenic Phosphinates via N-Heterocyclic Carbene-Catalyzed Desymmetrization of Bisphenols
title_full_unstemmed Access to P-Stereogenic Phosphinates via N-Heterocyclic Carbene-Catalyzed Desymmetrization of Bisphenols
title_sort access to p-stereogenic phosphinates via n-heterocyclic carbene-catalyzed desymmetrization of bisphenols
publishDate 2017
url https://hdl.handle.net/10356/85621
http://hdl.handle.net/10220/43779
_version_ 1681043606797811712

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