ANIONIC FRIES REARRANGEMENTS OF ESTERS OF ORTHO-IODOBENZYL ALCOHOLS - RAPID ROUTES TO ESTRONE METHYL-ETHER AND ITS 9-BETA EPIMER, AND ARYL NAPHTHALIDE LIGNANS

被引:17
作者
HORNE, S [1 ]
RODRIGO, R [1 ]
机构
[1] UNIV WATERLOO,DEPT CHEM,GUELPH WATERLOO CTR GRAD WORK CHEM,WATERLOO N2L 3G1,ONTARIO,CANADA
关键词
D O I
10.1039/c39920000164
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A fast, general, low-temperature rearrangement of ortho-iodobenzyl esters, triggered by lithium-iodine exchange, leads to isobenzofurans which are intercepted in situ by inter and intramolecular Diels-Alder (IMDA) reactions to produce a variety of carbocycles including natural lignans and steroids.
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页码:164 / 166
页数:3
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