Alkene synthesis using phosphonium ylides as umpolung reagents

We report a transformation between a well‐known nucleophile, phosphonium ylide, and an electrophile. Subsequent ylide‐ylide coupling achieves unusual (Z )‐selectivity as compared to the conventional Wittig olefination. The synthesis of medium‐sized ring olefins has also been demonstrated, together w...

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Main Authors: Vu, Minh Duy, Leng, Wei-Lin, Hsu, Hao-Cheng, Liu, Xue-Wei
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2020
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Online Access:https://hdl.handle.net/10356/139819
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1398192020-05-29T08:36:34Z Alkene synthesis using phosphonium ylides as umpolung reagents Vu, Minh Duy Leng, Wei-Lin Hsu, Hao-Cheng Liu, Xue-Wei School of Physical and Mathematical Sciences Science::Chemistry Ylides Photoredox Catalysis We report a transformation between a well‐known nucleophile, phosphonium ylide, and an electrophile. Subsequent ylide‐ylide coupling achieves unusual (Z )‐selectivity as compared to the conventional Wittig olefination. The synthesis of medium‐sized ring olefins has also been demonstrated, together with a one‐pot olefination from activated halides. NRF (Natl Research Foundation, S’pore) MOE (Min. of Education, S’pore) 2020-05-22T00:56:35Z 2020-05-22T00:56:35Z 2018 Journal Article Vu, M. D., Leng, W.-L., Hsu, H.-C., & Liu, X.-W. (2019). Alkene synthesis using phosphonium ylides as umpolung reagents. Asian Journal of Organic Chemistry, 8(1), 93-96. doi:10.1002/ajoc.201800586 2193-5807 https://hdl.handle.net/10356/139819 10.1002/ajoc.201800586 2-s2.0-85056660986 1 8 93 96 en Asian Journal of Organic Chemistry © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. All rights reserved.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic Science::Chemistry
Ylides
Photoredox Catalysis
spellingShingle Science::Chemistry
Ylides
Photoredox Catalysis
Vu, Minh Duy
Leng, Wei-Lin
Hsu, Hao-Cheng
Liu, Xue-Wei
Alkene synthesis using phosphonium ylides as umpolung reagents
description We report a transformation between a well‐known nucleophile, phosphonium ylide, and an electrophile. Subsequent ylide‐ylide coupling achieves unusual (Z )‐selectivity as compared to the conventional Wittig olefination. The synthesis of medium‐sized ring olefins has also been demonstrated, together with a one‐pot olefination from activated halides.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Vu, Minh Duy
Leng, Wei-Lin
Hsu, Hao-Cheng
Liu, Xue-Wei
format Article
author Vu, Minh Duy
Leng, Wei-Lin
Hsu, Hao-Cheng
Liu, Xue-Wei
author_sort Vu, Minh Duy
title Alkene synthesis using phosphonium ylides as umpolung reagents
title_short Alkene synthesis using phosphonium ylides as umpolung reagents
title_full Alkene synthesis using phosphonium ylides as umpolung reagents
title_fullStr Alkene synthesis using phosphonium ylides as umpolung reagents
title_full_unstemmed Alkene synthesis using phosphonium ylides as umpolung reagents
title_sort alkene synthesis using phosphonium ylides as umpolung reagents
publishDate 2020
url https://hdl.handle.net/10356/139819
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