Nucleophilic Difluoromethylenation of Ketones Using Diethyl (Difluoro(trimethylsilyl)methyl)phosphonate Mediated by 18-Crown-6 Ether/KOAc

Yu Hui Wang; Zhong Yan Cao; Jian Zhou

doi:10.1021/acs.joc.6b01457

Nucleophilic Difluoromethylenation of Ketones Using Diethyl (Difluoro(trimethylsilyl)methyl)phosphonate Mediated by 18-Crown-6 Ether/KOAc

Yu Hui Wang, Zhong Yan Cao, Jian Zhou^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

Research output: Contribution to journal › Article › peer-review

25 Scopus citations

Abstract

We report a general difluoromethylenation of various types of ketones using diethyl (difluoro(trimethylsilyl)methyl)phosphonate mediated by the combination of 18-crown-6 and KOAc. It provides facile access to structurally diverse β-hydroxy-α,α-difluorophosphonates as interesting targets for medicinal research.

Original language	English
Pages (from-to)	7807-7816
Number of pages	10
Journal	Journal of Organic Chemistry
Volume	81
Issue number	17
DOIs	https://doi.org/10.1021/acs.joc.6b01457
State	Published - 2 Sep 2016

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title = "Nucleophilic Difluoromethylenation of Ketones Using Diethyl (Difluoro(trimethylsilyl)methyl)phosphonate Mediated by 18-Crown-6 Ether/KOAc",

abstract = "We report a general difluoromethylenation of various types of ketones using diethyl (difluoro(trimethylsilyl)methyl)phosphonate mediated by the combination of 18-crown-6 and KOAc. It provides facile access to structurally diverse β-hydroxy-α,α-difluorophosphonates as interesting targets for medicinal research.",

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AU - Wang, Yu Hui

AU - Cao, Zhong Yan

AU - Zhou, Jian

PY - 2016/9/2

Y1 - 2016/9/2

N2 - We report a general difluoromethylenation of various types of ketones using diethyl (difluoro(trimethylsilyl)methyl)phosphonate mediated by the combination of 18-crown-6 and KOAc. It provides facile access to structurally diverse β-hydroxy-α,α-difluorophosphonates as interesting targets for medicinal research.

AB - We report a general difluoromethylenation of various types of ketones using diethyl (difluoro(trimethylsilyl)methyl)phosphonate mediated by the combination of 18-crown-6 and KOAc. It provides facile access to structurally diverse β-hydroxy-α,α-difluorophosphonates as interesting targets for medicinal research.

UR - https://www.scopus.com/pages/publications/84984890611

U2 - 10.1021/acs.joc.6b01457

DO - 10.1021/acs.joc.6b01457

M3 - 文章

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SN - 0022-3263

VL - 81

SP - 7807

EP - 7816

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 17

ER -

Nucleophilic Difluoromethylenation of Ketones Using Diethyl (Difluoro(trimethylsilyl)methyl)phosphonate Mediated by 18-Crown-6 Ether/KOAc

Abstract

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