SOLVOLYTIC CLEAVAGE OF ALKENYLPENTAFLUOROSILICATES CATALYZED BY COPPER(II) ACETATE - A STEREOSELECTIVE SYNTHESIS OF (E)-ALKENYL ETHERS FROM ALKYNES

被引:13
作者
TAMAO, K [1 ]
KAKUI, T [1 ]
KUMADA, M [1 ]
机构
[1] KYOTO UNIV,DEPT SYNTHET CHEM,KYOTO 606,JAPAN
关键词
D O I
10.1016/0040-4039(80)88078-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:4105 / 4108
页数:4
相关论文
共 11 条
[1]  
DICKSTEIN JI, 1978, CHEM CARBON CARBON T, P813
[2]  
Hudrlik P. F., 1978, CHEM CARBON CARBON T, P199
[3]   ENOL ACETATES, ENOL ETHERS, AND AMINES BY MERCURATION OF ACETYLENES [J].
HUDRLIK, PF ;
HUDRLIK, AM .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (25) :4254-4258
[4]   STEREOSPECIFIC SYNTHESIS OF HETEROATOM-SUBSTITUTED OLEFINS FROM ALPHA,BETA-EPOXYSILANES - PREPARATION OF VINYL BROMIDES, ENOL ACETATES, ENOL ETHERS, AND ENAMIDES [J].
HUDRLIK, PF ;
HUDRLIK, AM ;
RONA, RJ ;
MISRA, RN ;
WITHERS, GP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (06) :1993-1996
[5]   SOLVOLYTIC ROUTES VIA ALKYLCOPPER INTERMEDIATES IN ELECTRON-TRANSFER OXIDATION OF ALKYL RADICALS [J].
JENKINS, CL ;
KOCHI, JK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (03) :843-&
[6]  
KOCHI JK, 1978, ORGANOMETALLIC MECHA, P11
[7]  
Rhoades S. J., 1975, ORG REACT, V22, P1
[8]   ORGANOFLUOROSILICATES IN ORGANIC-SYNTHESIS .9. STEREOCHEMISTRY AT CARBON IN CLEVAGE OF THE CARBON-SILICON BOND IN EXO AND ENDO-2-NORBORNYLPENTAFLUOROSILICATES BY VARIOUS BROMINATING AGENTS [J].
TAMAO, K ;
YOSHIDA, J ;
MURATA, M ;
KUMADA, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (09) :3267-3269
[9]   ORGANOFLUOROSILICATES IN ORGANIC-SYNTHESIS .8. (E)-ALKENYL THIOCYANATES FROM (E)-ALKENYLPENTAFLUOROSILICATES BY THE OXIDATIVE CLEAVAGE WITH COPPER(II) THIOCYANATE [J].
TAMAO, K ;
KAKUI, T ;
KUMADA, M .
TETRAHEDRON LETTERS, 1980, 21 (01) :111-114
[10]   ORGANOFLUOROSILICATE IN ORGANIC-SYNTHESIS .10. ALKYLATION OF TETRACYANOETHYLENE WITH ORGANOPENTAFLUOROSILICATES - IMPLICATION OF ONE-ELECTRON-TRANSFER MECHANISM [J].
YOSHIDA, J ;
TAMAO, K ;
KUMADA, M ;
KAWAMURA, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (09) :3269-3270