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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Format: | Journal Article |
Language: | English |
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2020
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Online Access: | https://hdl.handle.net/10356/139819 |
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author | Vu, Minh Duy Leng, Wei-Lin Hsu, Hao-Cheng Liu, Xue-Wei |
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 |
author_sort | Vu, Minh Duy |
collection | NTU |
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. |
first_indexed | 2024-10-01T06:30:28Z |
format | Journal Article |
id | ntu-10356/139819 |
institution | Nanyang Technological University |
language | English |
last_indexed | 2024-10-01T06:30:28Z |
publishDate | 2020 |
record_format | dspace |
spelling | ntu-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. |
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 |
title | 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_short | Alkene synthesis using phosphonium ylides as umpolung reagents |
title_sort | alkene synthesis using phosphonium ylides as umpolung reagents |
topic | Science::Chemistry Ylides Photoredox Catalysis |
url | https://hdl.handle.net/10356/139819 |
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