Synthesis of cyclic ethers and allylic sulfides by rearrangement of phenylsulfanyl substituted 1,n-diols with toluene-p-sulfonic acid and with toluene-p-sulfonyl chloride

被引：13

作者：

Djakovitch, L

Eames, J

Fox, DJ

Sansbury, FH

Warren, S

机构：

[1] Univ Cambridge, Chem Lab, Cambridge CB2 1EW, England

[2] Univ London Queen Mary & Westfield Coll, Dept Chem, London E1 4NS, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 19期

关键词：

D O I：

10.1039/a905498g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rearrangement of a series of 1,n-diols (n = 2 to 12), with a PhS-group adjacent to one OH group, under two sets of conditions gives single compounds in excellent yield drawn for four possible classes of products. The effect of the chain length helps in the understanding of the different cyclisation modes and the mechanism of the rearrangements.

引用

收藏

页码：2771 / 2782

页数：12

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