CHEMISTRY OF ELECTRON-RICH CONJUGATED POLYENES .4. SIMPLE AND GENERAL-SYNTHESIS OF 1-ALKOXY-3-TRIMETHYLSILYLOXYBUTA-1,3-DIENES

被引:42
作者
ABEN, RW [1 ]
SCHEEREN, HW [1 ]
机构
[1] CATHOLIC UNIV TOERNOOIVELD,DEPT ORGAN CHEM,NL-6525 ED NIJMEGEN,NETHERLANDS
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 12期
关键词
D O I
10.1039/p19790003132
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Acid-catalysed addition of ketens to 1-alkoxyalkenes yields alkoxycyclobutanones, which on trimethylsilylation under basic conditions give trans-3-alkoxy-1-trimethylsilyloxycyclobutenes. These derivatives undergo electrocyclic ring opening below 100 °C to give the title compounds in which the 1-alkoxy-group and the 4-substituent are trans. Some reactions to illustrate the synthetic application of these highly functionalized electron-rich butadienes are given.
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收藏
页码:3132 / 3138
页数:7
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