Development of PhSCF2CF2SiMe3 as a Tandem Anion and Radical Tetrafluoroethylene Equivalent: Preparation of Tetrafluoroethyl-Substituted Alcohols and Tetrafluorotetrahydropyrans

0361473 - ÚOCHB 2012 RIV DE eng J - Článek v odborném periodiku
Chernykh, Yana - Hlat-Glembová, Katarina - Klepetářová, Blanka - Beier, Petr
Development of PhSCF2CF2SiMe3 as a Tandem Anion and Radical Tetrafluoroethylene Equivalent: Preparation of Tetrafluoroethyl-Substituted Alcohols and Tetrafluorotetrahydropyrans.
European Journal of Organic Chemistry. -, č. 24 (2011), s. 4528-4531. ISSN 1434-193X. E-ISSN 1099-0690
Grant CEP: GA ČR GAP207/11/0421
Výzkumný záměr: CEZ:AV0Z40550506
Klíčová slova: fluorine * alkylation * nucleophilic addition * radical reactions * oxygen heterocycles
Kód oboru RIV: CC - Organická chemie
Impakt faktor: 3.329, rok: 2011

PhSCF2CF2SiMe3 (1) was developed as a tandem anion and radical tetrafluoroethylene equivalent for the introduction of a CF2CF2 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.
Trvalý link: http://hdl.handle.net/11104/0198779