1-BENZYLOXY-3-(P-TOLYLSULFONYL)PROPENE AS AN ACROLEIN BETA-ANION EQUIVALENT - SYNTHESIS OF 4-SUBSTITUTED 2-BUTENOLIDES

被引:18
作者
CRAIG, D
ETHERIDGE, CJ
SMITH, AM
机构
[1] Department of Chemistry, Imperial College of Science, Technology and Medicine, London
关键词
D O I
10.1016/S0040-4039(00)60211-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Lithiation of 1-benzyloxy-3-(p-tolylsulfonyl)propene 6 and reaction with aldehydes gives alcohols 7. Sequential hydrolysis-cyclization, oxidation and DBU-mediated elimination of the elements of p-TolSO2H gives 4-substituted 2-butenolides 10 in good overall yield.
引用
收藏
页码:7445 / 7446
页数:2
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