BASE-INDUCED REARRANGEMENT OF 1-(TRIMETHYLSILYL)ALLYLIC ALCOHOLS - STEREOSELECTIVE AND REGIOSELECTIVE SYNTHESIS OF SILYL ENOL ETHERS THROUGH LITHIUM HOMOENOLATES

被引:66
作者
KATO, M [1 ]
MORI, A [1 ]
OSHINO, H [1 ]
ENDA, J [1 ]
KOBAYASHI, K [1 ]
KUWAJIMA, I [1 ]
机构
[1] TOKYO INST TECHNOL,DEPT CHEM,MEGURO KU,TOKYO 152,JAPAN
关键词
D O I
10.1021/ja00318a036
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:1773 / 1778
页数:6
相关论文
共 35 条
[1]   SOME MOLECULAR-REARRANGEMENTS OF ORGANOSILICON COMPOUNDS [J].
BROOK, AG .
ACCOUNTS OF CHEMICAL RESEARCH, 1974, 7 (03) :77-84
[2]  
BROWNBRIDGE P, 1983, SYNTHESIS-STUTTGART, V1, P85
[3]   A GENERAL PREPARATIVE METHOD FOR ALPHA-LITHIOETHERS AND ITS APPLICATION TO A CONCISE, PRACTICAL SYNTHESIS OF BREVICOMIN [J].
COHEN, T ;
MATZ, JR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (22) :6900-6902
[4]  
COLVIN EW, 1981, SILICON ORGANIC SYNT, P198
[5]  
Evans D.D., 1982, P1
[6]   METALATED ALLYLIC ETHERS AS HOMOENOLATE ANION EQUIVALENTS [J].
EVANS, DA ;
ANDREWS, GC ;
BUCKWALT.B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (17) :5560-5561
[7]   THIOSILANES, A PROMISING CLASS OF REAGENTS FOR SELECTIVE CARBONYL PROTECTION [J].
EVANS, DA ;
TRUESDALE, LK ;
GRIMM, KG ;
NESBITT, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (15) :5009-5017
[8]   ROLE OF HMPT AND TMEDA IN CONTROL OF ENOLATE STEREOCHEMISTRY FOR REACTIONS OF LITHIUM AMIDES WITH 3-PENTANONE [J].
FATAFTAH, ZA ;
KOPKA, IE ;
RATHKE, MW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (11) :3959-3960
[9]  
HEATHCOCK CH, 1983, ASYMMETRIC SYNTHESIS, V2, pCH2
[10]   CHEMISTRY OF CARBANIONS .18. PREPARATION OF TRIMETHYLSILYL ENOL ETHERS [J].
HOUSE, HO ;
CZUBA, LJ ;
GALL, M ;
OLMSTEAD, HD .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (08) :2324-&