SYNTHESIS OF CYCLOPENT-2-ENONES THROUGH STEPWISE [3+2] CYCLOADDITION OF SIMPLE SILYL ENOL ETHERS AND ALK-1-YNES

被引：8
|
作者：
YAMAGUCHI, M
SEHATA, M
HAYASHI, A
HIRAMA, M
机构：
来源：
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1993年 / 22期
关键词：
D O I：
10.1039/c39930001708
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Treatment of silyl enol ethers and alk-1-ynes with SnCl4-Bu3N reagent followed by DBU, leads to cyclopent-2-enones, through [3 + 2] cycloaddition reactions; the initial carbon-carbon bond formation is carbometallation of alkynes, and the second step is a base-promoted intramolecular alkylation which reductively eliminates tin species (DBU = 1,8-diazabicyclo[5.4.0]undec-7-ene).
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页码：1708 / 1709
页数：2
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