Nucleophilic trifluoromethylation of some polycyclic ketones

被引：5

作者：

Romanski, Jaroslaw ^{[1
]}

Mloston, Grzegorz ^{[1
]}

机构：

[1] Univ Lodz, Dept Organ & Appl Chem, Sect Heteroorgan Cpds, Narutowicza 68, PL-90136 Lodz, Poland

来源：

ARKIVOC | 2007年

关键词：

trifluoromethylation; polycyclic ketones; nucleophilic addition; transannular cyclization;

D O I：

10.3998/ark.5550190.0008.612

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ruppert's reagent ( CF3-SiMe3) was used in the reaction with derivatives of pentacyclo[ 5.4.0.0(2,6).0(3,10).0(5,9)] undecane-8,11-dione ('cage' dione) in the presence of dry CsF to yield trifluoromethyl O-silylated products. Subsequent acidic hydrolysis gave the corresponding hydroxy derivatives. In the case of the 'cage' dione the transannular cyclization leading to oxahexacyclic ( O-bridged) product was observed.

引用

收藏

页码：179 / 187

页数：9

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