Asymmetric catalytic 1,2-dihydrophosphination of secondary 1,2-diphosphines - direct access to free P*- and P*,C*-diphosphines

A 1,2-dihydrophosphination of bis(phenylphosphino)ethane with a wide range of activated olefins was achieved in a catalytic manner with enantiomeric and diastereomeric excess of up to >99% and 44% respectively. The protocol can be extended to selected substrates leading to free P- and C-chiral 1,...

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Main Authors: Teo, Ronald Hong Xiang, Chen, Jeremy Houguang, Li, Yongxin, Pullarkat, Sumod A., Leung, Pak-Hing
Other Authors: School of Physical and Mathematical Sciences
Format: Journal Article
Language:English
Published: 2022
Subjects:
Online Access:https://hdl.handle.net/10356/155238
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author Teo, Ronald Hong Xiang
Chen, Jeremy Houguang
Li, Yongxin
Pullarkat, Sumod A.
Leung, Pak-Hing
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Teo, Ronald Hong Xiang
Chen, Jeremy Houguang
Li, Yongxin
Pullarkat, Sumod A.
Leung, Pak-Hing
author_sort Teo, Ronald Hong Xiang
collection NTU
description A 1,2-dihydrophosphination of bis(phenylphosphino)ethane with a wide range of activated olefins was achieved in a catalytic manner with enantiomeric and diastereomeric excess of up to >99% and 44% respectively. The protocol can be extended to selected substrates leading to free P- and C-chiral 1,2-diphosphines. The synthesized ligands can also undergo direct complexation onto palladium affording complexes with complete retention of stereo-integrity. (Figure presented.).
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spelling ntu-10356/1552382022-03-02T07:05:39Z Asymmetric catalytic 1,2-dihydrophosphination of secondary 1,2-diphosphines - direct access to free P*- and P*,C*-diphosphines Teo, Ronald Hong Xiang Chen, Jeremy Houguang Li, Yongxin Pullarkat, Sumod A. Leung, Pak-Hing School of Physical and Mathematical Sciences Science::Chemistry Asymmetric Catalysi Chirality A 1,2-dihydrophosphination of bis(phenylphosphino)ethane with a wide range of activated olefins was achieved in a catalytic manner with enantiomeric and diastereomeric excess of up to >99% and 44% respectively. The protocol can be extended to selected substrates leading to free P- and C-chiral 1,2-diphosphines. The synthesized ligands can also undergo direct complexation onto palladium affording complexes with complete retention of stereo-integrity. (Figure presented.). Ministry of Education (MOE) Nanyang Technological University This work was supported by the Ministry of Education Academic Research Fund (AcRF-RG10/19-(S)).We are also grateful to Nanyang Technological University for Ph.D. scholarship to Teo R. H. X 2022-03-02T07:05:39Z 2022-03-02T07:05:39Z 2020 Journal Article Teo, R. H. X., Chen, J. H., Li, Y., Pullarkat, S. A. & Leung, P. (2020). Asymmetric catalytic 1,2-dihydrophosphination of secondary 1,2-diphosphines - direct access to free P*- and P*,C*-diphosphines. Advanced Synthesis and Catalysis, 362(12), 2373-2378. https://dx.doi.org/10.1002/adsc.202000131 1615-4150 https://hdl.handle.net/10356/155238 10.1002/adsc.202000131 2-s2.0-85084141874 12 362 2373 2378 en AcRF-RG10/19-(S) Advanced Synthesis and Catalysis © 2020 Wiley-VCHVerlag GmbH& Co. KGaA,Weinheim. All rights reserved.
spellingShingle Science::Chemistry
Asymmetric Catalysi
Chirality
Teo, Ronald Hong Xiang
Chen, Jeremy Houguang
Li, Yongxin
Pullarkat, Sumod A.
Leung, Pak-Hing
Asymmetric catalytic 1,2-dihydrophosphination of secondary 1,2-diphosphines - direct access to free P*- and P*,C*-diphosphines
title Asymmetric catalytic 1,2-dihydrophosphination of secondary 1,2-diphosphines - direct access to free P*- and P*,C*-diphosphines
title_full Asymmetric catalytic 1,2-dihydrophosphination of secondary 1,2-diphosphines - direct access to free P*- and P*,C*-diphosphines
title_fullStr Asymmetric catalytic 1,2-dihydrophosphination of secondary 1,2-diphosphines - direct access to free P*- and P*,C*-diphosphines
title_full_unstemmed Asymmetric catalytic 1,2-dihydrophosphination of secondary 1,2-diphosphines - direct access to free P*- and P*,C*-diphosphines
title_short Asymmetric catalytic 1,2-dihydrophosphination of secondary 1,2-diphosphines - direct access to free P*- and P*,C*-diphosphines
title_sort asymmetric catalytic 1 2 dihydrophosphination of secondary 1 2 diphosphines direct access to free p and p c diphosphines
topic Science::Chemistry
Asymmetric Catalysi
Chirality
url https://hdl.handle.net/10356/155238
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