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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Nature Portfolio
2021
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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) |
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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 |
work_keys_str_mv |
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1718391011397337088 |