Fluorobis(phenylsulfonyl)methane: A fluoromethide equivalent and palladium-catalyzed enantioselective allylic monofluoromethylation

被引：170

作者：

Fukuzumi, Takeo ^{[1
]}

Shibata, Norio ^{[1
]}

Sugiura, Masayoshi ^{[1
]}

Yasui, Hiroyuki ^{[1
]}

Nakamura, Shuichi ^{[1
]}

Toru, Takeshi ^{[1
]}

机构：

[1] Nagoya Inst Technol, Grad Sch Engn, Dept Appl Chem, Nagoya, Aichi 4668555, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 30期

关键词：

asymmetric synthesis; drug design; fluorine; fluoromethylation; palladium;

D O I：

10.1002/anie.200600625

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Selective introduction of fluorine: Monofluoromethylation with the fluoromethide equivalent fluorobis(phenylsulfonyl)methane (1) was crucial in the syntheses of the pharmacologically important compounds monofluorinated (S)-ibuprofen ((S)-2) and 5-deoxy-5-fluoro-β-D-carbaribofuranose (3). The key step was a palladium-catalyzed allylic monofluoromethylation reaction. (Chemical Equation Presented). © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：4973 / 4977

页数：5

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