Chiral nitroarenes as enantioselective single-electron-transfer oxidants for carbene-catalyzed radical reactions

Chiral nitroarenes as enantioselective single-electron-transfer oxidants for carbene-catalyzed radical reactions

A new class of chiral oxidants is developed. These readily accessible oxidants contain a nitro group for oxidation and a chiral sulfonamide moiety for stereoselectivity control. The chiral information from the oxidants can effectively transfer to the substrates in carbene-catalyzed β-hydroxylation o...

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Bibliographic Details
Main Authors: Wang, Hongling, Wang, Yuhuang, Chen, Xingkuan, Mou, Chengli, Yu, Shuyan, Chai, Huifang, Jin, Zhichao, Chi, Robin Yonggui
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2020
Subjects:
Science::Chemistry::Organic chemistry
Enantioselective
Chirality
Online Access:https://hdl.handle.net/10356/137777
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Institution: Nanyang Technological University
Language: English
Description
Summary:A new class of chiral oxidants is developed. These readily accessible oxidants contain a nitro group for oxidation and a chiral sulfonamide moiety for stereoselectivity control. The chiral information from the oxidants can effectively transfer to the substrates in carbene-catalyzed β-hydroxylation of enals via single-electron-transfer radical processes. We expect these oxidants to find unique applications in other asymmetric oxidations and oxygen-atom-transferring reactions.

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