Asymmetric reductive and alkynylative heck bicyclization of enynes to access conformationally restricted aza[3.1.0]bicycles
Conformationally restricted azabicycles are becoming increasingly important in medicinal research. Asymmetric Heck bicyclization of enynes proceeds to give medicinally useful aza[3.1.0] and aza[4.1.0] bicycles with excellent enantioselectivity. The key organopalladium species after bicyclization can...
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sg-ntu-dr.10356-1550862023-02-28T19:55:21Z Asymmetric reductive and alkynylative heck bicyclization of enynes to access conformationally restricted aza[3.1.0]bicycles Huang, Xiaolei Nguyen, Minh Hieu Pu, Maoping Zhang, Luoqiang Chi, Robin Yonggui Wu, Yun-Dong Zhou, Steve Jianrong School of Physical and Mathematical Sciences Science::Chemistry Alkynylation Azabicycles Conformationally restricted azabicycles are becoming increasingly important in medicinal research. Asymmetric Heck bicyclization of enynes proceeds to give medicinally useful aza[3.1.0] and aza[4.1.0] bicycles with excellent enantioselectivity. The key organopalladium species after bicyclization can be trapped by silanes and terminal alkynes. Agency for Science, Technology and Research (A*STAR) Economic Development Board (EDB) Accepted version We acknowledge financial support from Peking UniversityShenzhen Graduate School, Shenzhen Bay Laboratory(21230011-Scripps), National Natural Science Foundation ofChina (NSFC 21933004), Nanyang Technological University,GSK-EDB Trust Fund (2017 GSK-EDB Green and Sustain-able Manufacturing Award) and A*STAR Science andEngineering Research Council (AME IRG A1783c0010).MP contributed DFT calculations. 2022-02-09T01:45:54Z 2022-02-09T01:45:54Z 2020 Journal Article Huang, X., Nguyen, M. H., Pu, M., Zhang, L., Chi, R. Y., Wu, Y. & Zhou, S. J. (2020). Asymmetric reductive and alkynylative heck bicyclization of enynes to access conformationally restricted aza[3.1.0]bicycles. Angewandte Chemie International Edition, 59(27), 10814-10818. https://dx.doi.org/10.1002/anie.202000859 1521-3773 https://hdl.handle.net/10356/155086 10.1002/anie.202000859 32219962 2-s2.0-85085926507 27 59 10814 10818 en AME IRG A1783c0010 Angewandte Chemie International Edition This is the peer reviewed version of the following article: Huang, X., Nguyen, M. H., Pu, M., Zhang, L., Chi, R. Y., Wu, Y. & Zhou, S. J. (2020). Asymmetric reductive and alkynylative heck bicyclization of enynes to access conformationally restricted aza[3.1.0]bicycles. Angewandte Chemie International Edition, 59(27), 10814-10818, which has been published in final form at https://doi.org/10.1002/anie.202000859. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. application/pdf |
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Science::Chemistry Alkynylation Azabicycles Huang, Xiaolei Nguyen, Minh Hieu Pu, Maoping Zhang, Luoqiang Chi, Robin Yonggui Wu, Yun-Dong Zhou, Steve Jianrong Asymmetric reductive and alkynylative heck bicyclization of enynes to access conformationally restricted aza[3.1.0]bicycles |
| description |
Conformationally restricted azabicycles are becoming increasingly important in medicinal research. Asymmetric Heck bicyclization of enynes proceeds to give medicinally useful aza[3.1.0] and aza[4.1.0] bicycles with excellent enantioselectivity. The key organopalladium species after bicyclization can be trapped by silanes and terminal alkynes. |
| author2 |
School of Physical and Mathematical Sciences |
| author_facet |
School of Physical and Mathematical Sciences Huang, Xiaolei Nguyen, Minh Hieu Pu, Maoping Zhang, Luoqiang Chi, Robin Yonggui Wu, Yun-Dong Zhou, Steve Jianrong |
| format |
Article |
| author |
Huang, Xiaolei Nguyen, Minh Hieu Pu, Maoping Zhang, Luoqiang Chi, Robin Yonggui Wu, Yun-Dong Zhou, Steve Jianrong |
| author_sort |
Huang, Xiaolei |
| title |
Asymmetric reductive and alkynylative heck bicyclization of enynes to access conformationally restricted aza[3.1.0]bicycles |
| title_short |
Asymmetric reductive and alkynylative heck bicyclization of enynes to access conformationally restricted aza[3.1.0]bicycles |
| title_full |
Asymmetric reductive and alkynylative heck bicyclization of enynes to access conformationally restricted aza[3.1.0]bicycles |
| title_fullStr |
Asymmetric reductive and alkynylative heck bicyclization of enynes to access conformationally restricted aza[3.1.0]bicycles |
| title_full_unstemmed |
Asymmetric reductive and alkynylative heck bicyclization of enynes to access conformationally restricted aza[3.1.0]bicycles |
| title_sort |
asymmetric reductive and alkynylative heck bicyclization of enynes to access conformationally restricted aza[3.1.0]bicycles |
| publishDate |
2022 |
| url |
https://hdl.handle.net/10356/155086 |
| _version_ |
1759857538092761088 |