Asymmetric Wacker-type oxyallenylation and azaallenylation of cyclic alkenes

Palladium-catalyzed three-component carboetherification of cyclic alkenes proceeded to give trans adducts exclusively with excellent enantioselectivity through a Wacker-type pathway. The reaction is also applicable to other oxygen nucleophiles, such as water, phenols, and carboxylic acids, as well a...

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Main Authors: Teng, Shenghan, Jiao, Zhiwei, Chi, Robin Yonggui, Zhou, Steve Jianrong
Other Authors: School of Physical and Mathematical Sciences
Format: Journal Article
Language:English
Published: 2022
Subjects:
Online Access:https://hdl.handle.net/10356/155085
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author Teng, Shenghan
Jiao, Zhiwei
Chi, Robin Yonggui
Zhou, Steve Jianrong
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Teng, Shenghan
Jiao, Zhiwei
Chi, Robin Yonggui
Zhou, Steve Jianrong
author_sort Teng, Shenghan
collection NTU
description Palladium-catalyzed three-component carboetherification of cyclic alkenes proceeded to give trans adducts exclusively with excellent enantioselectivity through a Wacker-type pathway. The reaction is also applicable to other oxygen nucleophiles, such as water, phenols, and carboxylic acids, as well as some electron-poor aryl amines.
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spelling ntu-10356/1550852023-02-28T19:52:23Z Asymmetric Wacker-type oxyallenylation and azaallenylation of cyclic alkenes Teng, Shenghan Jiao, Zhiwei Chi, Robin Yonggui Zhou, Steve Jianrong School of Physical and Mathematical Sciences Science::Chemistry Allenes Asymmetric Catalysis Palladium-catalyzed three-component carboetherification of cyclic alkenes proceeded to give trans adducts exclusively with excellent enantioselectivity through a Wacker-type pathway. The reaction is also applicable to other oxygen nucleophiles, such as water, phenols, and carboxylic acids, as well as some electron-poor aryl amines. Agency for Science, Technology and Research (A*STAR) Economic Development Board (EDB) Accepted version We acknowledge financial support from Peking University Shenzhen Graduate School, Shenzhen Bay Laboratory (21230011-Scripps), Nanyang Technological University, the GSK-EDB Trust Fund (2017 GSK-EDB Green and Sustainable Manufacturing Award), and A*STAR Science and Engineering Research Council (AMEIRGA1783c0010).. 2022-02-08T08:48:03Z 2022-02-08T08:48:03Z 2020 Journal Article Teng, S., Jiao, Z., Chi, R. Y. & Zhou, S. J. (2020). Asymmetric Wacker-type oxyallenylation and azaallenylation of cyclic alkenes. Angewandte Chemie International Edition, 59(6), 2246-2250. https://dx.doi.org/10.1002/anie.201911961 1433-7851 https://hdl.handle.net/10356/155085 10.1002/anie.201911961 31691440 2-s2.0-85077078795 6 59 2246 2250 en AME IRG A1783c0010 Angewandte Chemie International Edition This is the peer reviewed version of the following article: Teng, S., Jiao, Z., Chi, R. Y. & Zhou, S. J. (2020). Asymmetric Wacker-type oxyallenylation and azaallenylation of cyclic alkenes. Angewandte Chemie International Edition, 59(6), 2246-2250, which has been published in final form at https://doi.org/10.1002/anie.201911961. 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::Chemistry
Allenes
Asymmetric Catalysis
Teng, Shenghan
Jiao, Zhiwei
Chi, Robin Yonggui
Zhou, Steve Jianrong
Asymmetric Wacker-type oxyallenylation and azaallenylation of cyclic alkenes
title Asymmetric Wacker-type oxyallenylation and azaallenylation of cyclic alkenes
title_full Asymmetric Wacker-type oxyallenylation and azaallenylation of cyclic alkenes
title_fullStr Asymmetric Wacker-type oxyallenylation and azaallenylation of cyclic alkenes
title_full_unstemmed Asymmetric Wacker-type oxyallenylation and azaallenylation of cyclic alkenes
title_short Asymmetric Wacker-type oxyallenylation and azaallenylation of cyclic alkenes
title_sort asymmetric wacker type oxyallenylation and azaallenylation of cyclic alkenes
topic Science::Chemistry
Allenes
Asymmetric Catalysis
url https://hdl.handle.net/10356/155085
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