Highly-functionalised difluorinated cyclohexane polyols via the Diels-Alder reaction:: regiochemical control via the phenylsulfonyl group

被引：14

作者：

Crowley, PJ

Fawcett, J

Griffith, GA

Moralee, AC

Percy, JM ^{[1
]}

Salafia, V

机构：

[1] Syngenta Ltd, Jealotts Hill Int Res Ctr, Bracknell RG42 6EY, Berks, England

[2] Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2005年 / 3卷 / 18期

关键词：

D O I：

10.1039/b507131c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A difluorinated dienophile underwent cycloaddition reactions with a range of furans to afford cycloadducts which could be processed regio- and stereoselectively via episulfonium ions, generated by the reaction between their alkenyl groups and phenylsulfenyl chloride. The oxabicyclic products were oxidised to the phenylsulfonyl level and ring opened via E1(c)B or reductive desulfonative pathways to afford, ultimately, difluorinated cyclohexene or cyclohexane polyols.

引用

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页码：3297 / 3310

页数：14

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