PARA-TOLUENESULFONYL IODIDE AS A CONVENIENT, MILD REAGENT FOR THE PREPARATION OF FUNCTIONALIZED CYCLIC ETHERS

被引:10
作者
EDWARDS, GL
WALKER, KA
机构
[1] School of Chemistry, University of New South Wales, Kesington, NSW 2033
关键词
CYCLIC ETHER; FREE RADICAL ADDITIONS; IODOCYCLIZATION; SULFONE;
D O I
10.1016/S0040-4039(00)91731-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Free radical addition of para-toluenesulfonyl iodide to alkenols occurs readily to give functionalised beta-iodosulfones as single regioisomers. Cyclisation to give cyclic ethers is effected by treatment with potassium carbonate in methanol. An anomalous reaction, where a substituted alkenol cyclises directly to give an iodotetrahydropyran, is also discussed.
引用
收藏
页码:1779 / 1782
页数:4
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