N-Heterocyclic carbene-catalyzed radical ring-opening acylation of oxime esters with aldehydes

Zhihao Zhang; Xin Zou; Zhenjiang Li; Yu Gao; Yuanyuan Qu; Yusheng Quan; Yi Zhou; Jinlan Li; Jie Sun; Kai Guo

doi:10.1039/d1qo01015h

N-Heterocyclic carbene-catalyzed radical ring-opening acylation of oxime esters with aldehydes

Zhihao Zhang, Xin Zou, Zhenjiang Li, Yu Gao, Yuanyuan Qu, Yusheng Quan, Yi Zhou, Jinlan Li, Jie Sun, Kai Guo

生物与制药工程学院

Nanjing Tech University

科研成果: 期刊稿件 › 文章 › 同行评审

20 引用（Scopus）

摘要

A cross-coupling of cycloketone oxime esters with aldehydes catalyzed by N-heterocyclic carbenes via a radical pathway was established. This modular protocol features easy operation, no external oxidants or reductants, and a broad functional group compatibility. The merit of this method was showcased by late-stage modification of complicated aldehydes derived from the medical intermediate pregnenolone and natural product diacetone-d-glucose.

源语言	英语
页（从-至）	6074-6079
页数	6
期刊	Organic Chemistry Frontiers
卷	8
期	21
DOI	https://doi.org/10.1039/d1qo01015h
出版状态	已出版 - 7 11月 2021

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AU - Zhang, Zhihao

AU - Zou, Xin

AU - Li, Zhenjiang

AU - Gao, Yu

AU - Qu, Yuanyuan

AU - Quan, Yusheng

AU - Zhou, Yi

AU - Li, Jinlan

AU - Sun, Jie

AU - Guo, Kai

PY - 2021/11/7

Y1 - 2021/11/7

N2 - A cross-coupling of cycloketone oxime esters with aldehydes catalyzed by N-heterocyclic carbenes via a radical pathway was established. This modular protocol features easy operation, no external oxidants or reductants, and a broad functional group compatibility. The merit of this method was showcased by late-stage modification of complicated aldehydes derived from the medical intermediate pregnenolone and natural product diacetone-d-glucose.

AB - A cross-coupling of cycloketone oxime esters with aldehydes catalyzed by N-heterocyclic carbenes via a radical pathway was established. This modular protocol features easy operation, no external oxidants or reductants, and a broad functional group compatibility. The merit of this method was showcased by late-stage modification of complicated aldehydes derived from the medical intermediate pregnenolone and natural product diacetone-d-glucose.

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M3 - 文章

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SN - 2052-4110

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EP - 6079

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 21

ER -

N-Heterocyclic carbene-catalyzed radical ring-opening acylation of oxime esters with aldehydes

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