Silenes as novel synthetic reagents: synthesis of diols and lactones from simple alkyldienes

被引：22

作者：

Berry, MB

Griffiths, RJ

Sanganee, MJ

Steel, PG

Whelligan, DK

机构：

[1] Univ Durham, Dept Chem, Sci Labs, Durham DH1 3LE, England

[2] GlaxoSmithKline, Synthet Chem, Stevenage SG1 2NY, Herts, England

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 51期

关键词：

silene; Diels-Alder cycloaddition; silacycles; Fleming-Tamao oxidation; diols; lactones;

D O I：

10.1016/j.tetlet.2003.10.056

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aryl substituted silenes can be generated by a modified Peterson olefination reaction and trapped in situ to afford silacycles with high diastereoselectivity. These silacycles can be elaborated by 'Fleming-Tamao' type oxidation to provide access to functionalized diols and lactones. (C) 2003 Elsevier Ltd. All rights reserved.

引用

收藏

页码：9135 / 9138

页数：4

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