A tellurium-triggered domino reaction for the synthesis of a 1-substituted-3-vinyl-1,3-dihydroisobenzofuran

被引:24
作者
Chao, B [1 ]
Dittmer, DC [1 ]
机构
[1] Syracuse Univ, Dept Chem, Syracuse, NY 13244 USA
关键词
D O I
10.1016/S0040-4039(00)01047-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Telluride ion reacts with an oxiranemethanol toluenesulfonate in toluene under phase-transfer conditions to give an allylic alkoxide anion that is trapped by addition to an adjacent alpha,beta-unsaturated ester to yield a furan derivative. Use of a non-racemic oxiranemethanol tosylate gives two furan diastereomers in a ratio of 56:44. (C) 2000 Elsevier Science Ltd, All rights reserved.
引用
收藏
页码:6001 / 6004
页数:4
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