Visible-Light-Driven α-Allylation of Carboxylic Acids

Sun, Kai; Ueno, Masato; Imaeda, Keisuke; Ueno, Kosei; Sawamura, Masaya; Shimizu, Yohei

doi:10.1021/acscatal.1c02558


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Visible-Light-Driven α-Allylation of Carboxylic Acids

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ACS Catal. 11-15_9722-9728.pdf

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Please use this identifier to cite or link to this item:http://hdl.handle.net/2115/86526

Title:	Visible-Light-Driven α-Allylation of Carboxylic Acids
Authors:	Sun, Kai Browse this author
	Ueno, Masato Browse this author
	Imaeda, Keisuke Browse this author
	Ueno, Kosei Browse this author
	Sawamura, Masaya Browse this author →KAKEN DB
	Shimizu, Yohei Browse this author →KAKEN DB
Keywords:	carboxylic acid
	boron catalyst
	visible light
	single-electron transfer
	radical
	allylation
Issue Date:	6-Aug-2021
Publisher:	American Chemical Society
Journal Title:	ACS catalysis
Volume:	11
Issue:	15
Start Page:	9722
End Page:	9728
Publisher DOI:	10.1021/acscatal.1c02558
Abstract:	A boron-catalyzed alpha-allylation of carboxylic acids with allylsulfones under blue LED irradiation conditions is developed. We propose that photoexcitation of catalytically generated boron enediolates induces single-electron transfer to the allylsulfones. Subsequent C-C bond formation through a radical reaction constructs sterically demanding quaternary carbon centers at the position a to the carboxy group. The p-extended ligand on the boron atom is likely the key for efficient photoexcitation of the boron enediolates.
Rights:	This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Catalysis, copyright c American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/articlesonrequest/AOR-PQTYGWCPHIHQVQXGZ2RE.
Type:	article (author version)
URI:	http://hdl.handle.net/2115/86526
Appears in Collections:	理学院・理学研究院 (Graduate School of Science / Faculty of Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 澤村正也

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