1999Organic LettersRequires access

Asymmetric Catalytic Friedel−Crafts Reaction of Silyl Enol Ethers with Fluoral: A Possible Mechanism of the Mukaiyama-Aldol Reactions

Akihiro Ishii, Jun Kojima, Köichi Mikami

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Abstract

The catalytic asymmetric Friedel−Crafts reaction of silyl enol ethers with fluoral proceeds under Mukaiyama-aldol conditions to give silyl enol ether products. The sequential diastereoselective reactions of the resultant silyl enol ethers with electrophiles provide highly enantiopure functionalized organofluorine compounds of material and pharmaceutical interest.

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The catalytic asymmetric Friedel−Crafts reaction of silyl enol ethers with fluoral proceeds under Mukaiyama-aldol conditions to give silyl enol ether products. The sequential diastereoselective reactions of the resultant silyl enol ethers with electrophiles provide highly enantiopure functionalized organofluorine compounds of material and pharmaceutical interest.

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OpenAlex reports 54 citations for this work. Citation counts describe recorded attention and do not establish research quality.

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Available abstract

The catalytic asymmetric Friedel−Crafts reaction of silyl enol ethers with fluoral proceeds under Mukaiyama-aldol conditions to give silyl enol ether products. The sequential diastereoselective reactions of the resultant silyl enol ethers with electrophiles provide highly enantiopure functionalized organofluorine compounds of material and pharmaceutical interest.

Key concepts: Enol, Aldol reaction, Silylation, Chemistry, Enantiopure drug, Silyl enol ether, Friedel–Crafts reaction, Electrophile

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