Zn-Catalyzed Dehydroxylative Phosphorylation of Allylic Alcohols with P(III)-Nucleophiles

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期刊论文

作者：

Xiong, Biquan*;Shi, Chonghao;Ren, Yining;Xu, Weifeng;Liu, Yu;...

通讯作者：

Xiong, Biquan;Zhu, Longzhi;Cao, F

作者机构：

[Xiong, Biquan; Liu, Yu; Tang, Ke-Wen; Xu, Weifeng; Zhu, Longzhi; Cao, F; Shi, Chonghao; Ren, Yining; Cao, Fan] Hunan Inst Sci & Technol, Dept Chem & Chem Engn, Yueyang 414006, Hunan, Peoples R China.

[Yin, Shuang-Feng] Hunan Univ, Coll Chem & Chem Engn, Adv Catalyt Engn Res Ctr, Minist Educ,State Key Lab Chemo Biosensing & Chemo, Changsha 410082, Hunan, Peoples R China.

[Yin, Shuang-Feng] Cent South Univ Forestry & Technol, Coll Sci, Changsha 410004, Hunan, Peoples R China.

通讯机构：

[Xiong, BQ; Zhu, LZ; Cao, F ] H

Hunan Inst Sci & Technol, Dept Chem & Chem Engn, Yueyang 414006, Hunan, Peoples R China.

语种：

英文

期刊：

JOURNAL OF ORGANIC CHEMISTRY

ISSN：

0022-3263

年：

2024

卷：

期：

页码：

3033-3048

DOI：

10.1021/acs.joc.3c02489

基金类别：

National Natural Science Foundation of China [21908050, 22008061]; National Natural Science Foundation of China [2023JJ30274, 2023JJ30275]; Natural Science Foundation of Hunan Province [23A0497, 23B0634]; Scientific Research Fund of Hunan Provincial Education Department

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院系归属：

理学院

摘要：

A novel and efficient protocol for the synthesis of diarylallyl-functionalized phosphonates, phosphinates, and phosphine oxides through the zinc-catalyzed dehydroxylative phosphorylation of allylic alcohols with P(III)-nucleophiles via a Michaelis-Arbuzov-type rearrangement is reported. A broad range of allylic alcohols and P(III)-nucleophiles (P(OR)(3), ArP(OR)(2), and Ar(2)P(OR)) are well tolerated in this reaction, and the expected dehydroxylative phosphorylation products could be synthesized with good to excellent yields under the optimal reaction conditions. The reaction can be easily sca...

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Zn-Catalyzed Dehydroxylative Phosphorylation of Allylic Alcohols with P(III)-Nucleophiles

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