Development of PhSCF 2 CF 2 SiMe 3  as a Tandem Anion and Radical Tetrafluoroethylene Equivalent: Preparation of Tetrafluoroethyl‐Substituted Alcohols and Tetrafluorotetrahydropyrans | Zendy

Chernykh Yana | Zendy; HlatGlembová Katarina | Zendy; Klepetářová Blanka | Zendy; Beier Petr | Zendy

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Development of PhSCF 2 CF 2 SiMe 3 as a Tandem Anion and Radical Tetrafluoroethylene Equivalent: Preparation of Tetrafluoroethyl‐Substituted Alcohols and Tetrafluorotetrahydropyrans

Author(s) -

Chernykh Yana,

HlatGlembová Katarina,

Klepetářová Blanka,

Beier Petr

Publication year - 2011

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201100667

Subject(s) - tetrafluoroethylene , chemistry , moiety , tandem , fluoride , adduct , yield (engineering) , medicinal chemistry , nucleophile , alcohol , organic chemistry , inorganic chemistry , catalysis , materials science , copolymer , composite material , metallurgy , polymer

PhSCF 2 CF 2 SiMe 3 ( 1 ) was developed as a tandem anion and radical tetrafluoroethylene equivalent for the introduction of a CF 2 CF 2 moiety. Fluoride‐initiated nucleophilic additions of 1 to carbonyl compounds provide the corresponding alcohol adducts 2 . Reduction of 2 gives tetafluoroethyl‐containing alcohols 3 , whereas 6‐ exo radical cyclizations of allyl ethers 4 yield tetrafluorotetrahydropyrans 5 .

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