Tuning the reactivity of alkoxyl radicals from 1,5-hydrogen atom transfer to 1,2-silyl transfer

The generation of α-carbon radicals from alkoxyl radicals is challenging because 1,2-hydrogen atom transfer (HAT) is usually less favoured than 1,5-HAT. Here, the authors report a strategy to inhibit 1,5-HAT by introducing a silyl group into the α-position of alkoxyl radicals, enabling preparation o...

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Autores principales: Zhaoliang Yang, Yunhong Niu, Xiaoqian He, Suo Chen, Shanshan Liu, Zhengyu Li, Xiang Chen, Yunxiao Zhang, Yu Lan, Xiao Shen
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Lenguaje:EN
Publicado: Nature Portfolio 2021
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Acceso en línea:https://doaj.org/article/6c1a3b2d619d43439e674cec1a34b3bd
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spelling oai:doaj.org-article:6c1a3b2d619d43439e674cec1a34b3bd2021-12-02T14:37:27ZTuning the reactivity of alkoxyl radicals from 1,5-hydrogen atom transfer to 1,2-silyl transfer10.1038/s41467-021-22382-y2041-1723https://doaj.org/article/6c1a3b2d619d43439e674cec1a34b3bd2021-04-01T00:00:00Zhttps://doi.org/10.1038/s41467-021-22382-yhttps://doaj.org/toc/2041-1723The generation of α-carbon radicals from alkoxyl radicals is challenging because 1,2-hydrogen atom transfer (HAT) is usually less favoured than 1,5-HAT. Here, the authors report a strategy to inhibit 1,5-HAT by introducing a silyl group into the α-position of alkoxyl radicals, enabling preparation of α-alkoxylimino alcohols and α-heteroaryl alcohols.Zhaoliang YangYunhong NiuXiaoqian HeSuo ChenShanshan LiuZhengyu LiXiang ChenYunxiao ZhangYu LanXiao ShenNature PortfolioarticleScienceQENNature Communications, Vol 12, Iss 1, Pp 1-9 (2021)
institution DOAJ
collection DOAJ
language EN
topic Science
Q
spellingShingle Science
Q
Zhaoliang Yang
Yunhong Niu
Xiaoqian He
Suo Chen
Shanshan Liu
Zhengyu Li
Xiang Chen
Yunxiao Zhang
Yu Lan
Xiao Shen
Tuning the reactivity of alkoxyl radicals from 1,5-hydrogen atom transfer to 1,2-silyl transfer
description The generation of α-carbon radicals from alkoxyl radicals is challenging because 1,2-hydrogen atom transfer (HAT) is usually less favoured than 1,5-HAT. Here, the authors report a strategy to inhibit 1,5-HAT by introducing a silyl group into the α-position of alkoxyl radicals, enabling preparation of α-alkoxylimino alcohols and α-heteroaryl alcohols.
format article
author Zhaoliang Yang
Yunhong Niu
Xiaoqian He
Suo Chen
Shanshan Liu
Zhengyu Li
Xiang Chen
Yunxiao Zhang
Yu Lan
Xiao Shen
author_facet Zhaoliang Yang
Yunhong Niu
Xiaoqian He
Suo Chen
Shanshan Liu
Zhengyu Li
Xiang Chen
Yunxiao Zhang
Yu Lan
Xiao Shen
author_sort Zhaoliang Yang
title Tuning the reactivity of alkoxyl radicals from 1,5-hydrogen atom transfer to 1,2-silyl transfer
title_short Tuning the reactivity of alkoxyl radicals from 1,5-hydrogen atom transfer to 1,2-silyl transfer
title_full Tuning the reactivity of alkoxyl radicals from 1,5-hydrogen atom transfer to 1,2-silyl transfer
title_fullStr Tuning the reactivity of alkoxyl radicals from 1,5-hydrogen atom transfer to 1,2-silyl transfer
title_full_unstemmed Tuning the reactivity of alkoxyl radicals from 1,5-hydrogen atom transfer to 1,2-silyl transfer
title_sort tuning the reactivity of alkoxyl radicals from 1,5-hydrogen atom transfer to 1,2-silyl transfer
publisher Nature Portfolio
publishDate 2021
url https://doaj.org/article/6c1a3b2d619d43439e674cec1a34b3bd
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