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

被引：26

作者：

Chernykh, Yana ^{[1
]}

Hlat-Glembova, Katarina ^{[1
]}

Klepetarova, Blanka ^{[1
]}

Beier, Petr ^{[1
]}

机构：

[1] Acad Sci Czech Republ, Inst Organ Chem & Biochem, CR-16610 Prague, Czech Republic

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 2011卷 / 24期

关键词：

Fluorine; Alkylation; Nucleophilic addition; Radical reactions; Oxygen heterocycles; ENANTIOSELECTIVE SYNTHESIS; MEDICINAL CHEMISTRY; FLUOROALKYLATION; FLUORINE; ALKENES; ALKYNES; TRIFLUOROMETHYLATION; IODIDES;

D O I：

10.1002/ejoc.201100667

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：4528 / 4531

页数：4

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