A 1,2-SILICON SHIFT IN CYCLOPROPYLIDENES LEADING TO 1-TRIALKYLSILYLCYCLOPROPENES

被引:17
作者
BAIRD, MS
DALE, CM
ALDULAYYMI, JR
机构
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 13期
关键词
D O I
10.1039/p19930001373
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,1-Dibromo-2-trialkylsilylcyclopropanes, readily prepared by dibromocyclopropanation of vinyltrialkyl-silanes, react with methyllithium at -90 to 20-degrees-C to give high yields of trialkylsilylcyclopropenes in which the silicon has apparently migrated to C-1.
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页码:1373 / 1374
页数:2
相关论文
共 19 条
[11]  
NEGISHI E, 1988, J AM CHEM SOC, V110, P5333
[12]   REDUCTIVE REARRANGEMENT OF 5,6/7,8-BIS(DICHLOROMETHANO)OCTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALENE BY SODIUM NAPHTHALENE - EVIDENCE OF A CARBENE INTERMEDIATE [J].
OKU, A ;
YAGI, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (06) :1966-1967
[13]  
SABBIONI G, 1981, CHIMIA, V35, P95
[14]   PHOTOLYSIS AND PYROLYSIS OF POLYSILYLATED DIAZOMETHANES - EFFECTIVE MIGRATING TENDENCY OF TRIMETHYLSILYL GROUP TO A CARBENE CENTER [J].
SEKIGUCHI, A ;
ANDO, W .
CHEMISTRY LETTERS, 1983, (06) :871-874
[15]   METAL PROMOTED CYCLIZATION .8. A MILD AND SELECTIVE SYNTHESIS OF CYCLOPROPENE AND CYCLOPROPANE DERIVATIVES VIA CYCLIALLYLATION OF ALKENYLLITHIUMS [J].
STOLL, AT ;
NEGISHI, E .
TETRAHEDRON LETTERS, 1985, 26 (46) :5671-5674
[16]  
Tomilov Yu V, 1990, IAN SSSR KH, P1141
[17]   SOME STRIKING RATE AND MIGRATION EFFECTS OF TRIMETHYLSILYL SUBSTITUENTS ON CYCLOPROPENE ISOMERIZATION [J].
WALSH, R ;
WOLF, C ;
UNTIEDT, S ;
DEMEIJERE, A .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (05) :422-424
[18]   SYNTHESIS OF TRIAFULVENE-PRECURSORS FROM TRISUBSTITUTED CYCLOPROPANES [J].
WEBER, A ;
SABBIONI, G ;
GALLI, R ;
STAMPFLI, U ;
NEUENSCHWANDER, M .
HELVETICA CHIMICA ACTA, 1988, 71 (08) :2026-2041
[19]   FULVENE, FULVALENE .56. ATTEMPTED SYNTHESIS OF CALICENE FROM TRISUBSTITUED CYCLOPROPANES AND CYCLOPENTENONE [J].
WEBER, A ;
GALLI, R ;
SABBIONI, G ;
STAMPFLI, U ;
WALTHER, S ;
NEUENSCHWANDER, M .
HELVETICA CHIMICA ACTA, 1989, 72 (01) :41-50