Mg-Promoted Selective C-F Bond Cleavage: A General and Efficient Access to Difluoroenol Silyl Ethers and Their Derivatives

Amii, Hideki

doi:10.1021/bk-2005-0911.ch027

ACS Symposium Series

2005

DOI: 10.1021/bk-2005-0911.ch027

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Mg-Promoted Selective C-F Bond Cleavage: A General and Efficient Access to Difluoroenol Silyl Ethers and Their Derivatives

Hideki Amii¹

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Cited by 7 publications

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Copper‐Catalyzed Reaction of Trifluoromethylketones with Aldehydes via a Copper Difluoroenolate

2015

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A copper‐catalyzed reaction of easily accessible α,α,α‐trifluoromethylketones with various aldehydes affords difluoro‐methylene compounds in the presence of diboron and NaOtBu. The key process of the reaction is the formation of a copper difluoroenolate by 1,2‐addition of a borylcopper intermediate to α,α,α‐trifluoromethylketones and subsequent β‐fluoride elimination. Mechanistic studies including the isolation and characterization of a possible anionic copper alkoxide intermediate are also described.

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Copper‐Catalyzed Reaction of Trifluoromethylketones with Aldehydes via a Copper Difluoroenolate

2015

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Copper‐Catalyzed Reaction of Trifluoromethylketones with Aldehydes via a Copper Difluoroenolate

Doi

Ohashi

2015

Angew Chem Int Ed

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A copper-catalyzed reaction of easily accessible α,α,α-trifluoromethylketones with various aldehydes affords difluoro-methylene compounds in the presence of diboron and NaOtBu. The key process of the reaction is the formation of a copper difluoroenolate by 1,2-addition of a borylcopper intermediate to α,α,α-trifluoromethylketones and subsequent β-fluoride elimination. Mechanistic studies including the isolation and characterization of a possible anionic copper alkoxide intermediate are also described.

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