Enantioselective intermolecular Heck and reductive Heck reactions of aryl triflates, mesylates, and tosylates catalyzed by nickel
Nickel-catalyzed intermolecular Heck reaction of cycloalkenes proceeds well with aryl triflates, mesylates and tosylates in excellent enantiomeric ratios. The asymmetric reductive Heck reaction also works with a 2-cyclopentenone ketal, which is equivalent to conjugate arylation of the enone itself.
| Main Authors: | , , , , , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
| Published: |
2021
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| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/148218 |
| _version_ | 1811686895473655808 |
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| author | Huang, Xiaolei Teng, Shenghan Chi, Robin Yonggui Xu, Wenqiang Pu, Maoping Wu, Yun-Dong Zhou, Steve Jianrong |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Huang, Xiaolei Teng, Shenghan Chi, Robin Yonggui Xu, Wenqiang Pu, Maoping Wu, Yun-Dong Zhou, Steve Jianrong |
| author_sort | Huang, Xiaolei |
| collection | NTU |
| description | Nickel-catalyzed intermolecular Heck reaction of cycloalkenes proceeds well with aryl triflates, mesylates and tosylates in excellent enantiomeric ratios. The asymmetric reductive Heck reaction also works with a 2-cyclopentenone ketal, which is equivalent to conjugate arylation of the enone itself. |
| first_indexed | 2024-10-01T05:07:41Z |
| format | Journal Article |
| id | ntu-10356/148218 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T05:07:41Z |
| publishDate | 2021 |
| record_format | dspace |
| spelling | ntu-10356/1482182023-02-28T19:45:30Z Enantioselective intermolecular Heck and reductive Heck reactions of aryl triflates, mesylates, and tosylates catalyzed by nickel Huang, Xiaolei Teng, Shenghan Chi, Robin Yonggui Xu, Wenqiang Pu, Maoping Wu, Yun-Dong Zhou, Steve Jianrong School of Physical and Mathematical Sciences Science Aryl Halides Heck Reaction Nickel-catalyzed intermolecular Heck reaction of cycloalkenes proceeds well with aryl triflates, mesylates and tosylates in excellent enantiomeric ratios. The asymmetric reductive Heck reaction also works with a 2-cyclopentenone ketal, which is equivalent to conjugate arylation of the enone itself. Economic Development Board (EDB) Accepted version We acknowledge financial supports from Peking University Shenzhen Graduate School, Shenzhen Bay Laboratory Insti- tute of Chemical Biology, Nanyang Technological University, GlaxoSmithKline and the Singapore Economic Development Board Trust Fund (2017 GSK-EDB Green and Sustainable Manufacturing Award) and A*STAR Science and Engineer- ing Research Council (A1783c0010). 2021-04-26T01:32:50Z 2021-04-26T01:32:50Z 2021 Journal Article Huang, X., Teng, S., Chi, R. Y., Xu, W., Pu, M., Wu, Y. & Zhou, S. J. (2021). Enantioselective intermolecular Heck and reductive Heck reactions of aryl triflates, mesylates, and tosylates catalyzed by nickel. Angewandte Chemie International Edition, 60(6), 2828-2832. https://dx.doi.org/10.1002/anie.202011036 1521-3773 0000-0001-7929-1987 0000-0003-0573-257X 0000-0003-4477-7332 0000-0002-1806-7436 https://hdl.handle.net/10356/148218 10.1002/anie.202011036 33140526 2-s2.0-85097260623 6 60 2828 2832 en Angewandte Chemie International Edition This is the peer reviewed version of the following article: Huang, X., Teng, S., Chi, R. Y., Xu, W., Pu, M., Wu, Y. & Zhou, S. J. (2021). Enantioselective intermolecular Heck and reductive Heck reactions of aryl triflates, mesylates, and tosylates catalyzed by nickel. Angewandte Chemie International Edition, 60(6), 2828-2832. https://dx.doi.org/10.1002/anie.202011036, which has been published in final form at https://doi.org/10.1002/anie.202011036. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. application/pdf |
| spellingShingle | Science Aryl Halides Heck Reaction Huang, Xiaolei Teng, Shenghan Chi, Robin Yonggui Xu, Wenqiang Pu, Maoping Wu, Yun-Dong Zhou, Steve Jianrong Enantioselective intermolecular Heck and reductive Heck reactions of aryl triflates, mesylates, and tosylates catalyzed by nickel |
| title | Enantioselective intermolecular Heck and reductive Heck reactions of aryl triflates, mesylates, and tosylates catalyzed by nickel |
| title_full | Enantioselective intermolecular Heck and reductive Heck reactions of aryl triflates, mesylates, and tosylates catalyzed by nickel |
| title_fullStr | Enantioselective intermolecular Heck and reductive Heck reactions of aryl triflates, mesylates, and tosylates catalyzed by nickel |
| title_full_unstemmed | Enantioselective intermolecular Heck and reductive Heck reactions of aryl triflates, mesylates, and tosylates catalyzed by nickel |
| title_short | Enantioselective intermolecular Heck and reductive Heck reactions of aryl triflates, mesylates, and tosylates catalyzed by nickel |
| title_sort | enantioselective intermolecular heck and reductive heck reactions of aryl triflates mesylates and tosylates catalyzed by nickel |
| topic | Science Aryl Halides Heck Reaction |
| url | https://hdl.handle.net/10356/148218 |
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