CLEAVAGE OF CARBON CARBON BONDS WITH HIGH STEREOCHEMICAL CONTROL .6. ASYMMETRIC-SYNTHESIS OF CHIRAL C-CENTERED ORGANOSILANES BY HALLER-BAUER CLEAVAGE OF OPTICALLY-ACTIVE, NONENOLIZABLE ALPHA-SILYL PHENYL KETONES

被引:24
作者
GILDAY, JP [1 ]
GALLUCCI, JC [1 ]
PAQUETTE, LA [1 ]
机构
[1] OHIO STATE UNIV, EVANS CHEM LABS, COLUMBUS, OH 43210 USA
关键词
D O I
10.1021/jo00267a031
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:1399 / 1408
页数:10
相关论文
共 65 条
[21]   PHOTOELECTRON-SPECTRA AND MOLECULAR-PROPERTIES .30. PI INTERACTIONS IN H3SI- SUBSTITUTED AND H3C-SUBSTITUTED ACETYLENES [J].
ENSSLIN, W ;
BOCK, H ;
BECKER, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (09) :2757-2762
[22]  
FETIZON M, 1968, CR ACAD SCI C CHIM, V267, P900
[23]  
Fleming I., 1979, COMPREHENSIVE ORGANI, V3
[24]   CLEAVAGE OF NONENOLIZABLE KETONES [J].
GASSMAN, PG ;
LUMB, JT ;
ZALAR, FV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (04) :946-&
[25]   SODIUM AMIDE CLEAVAGE OF 1-ALKYLCYCLOBUTYL PHENYL KETONES [J].
HAMLIN, KE ;
BIERMACHER, U .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (23) :6376-6376
[26]  
HAMLIN KE, 1957, ORG REACTIONS, V9, P1
[27]   SILANES IN ORGANIC-SYNTHESIS .19. EXAMINATION OF (-)-ALPHA-NAPHTHYLPHENYLMETHYLALLYSILANE AS A TEMPLATE FOR EFFECTING CHIRALITY TRANSFER FROM SILICON TO CARBON [J].
HATHAWAY, SJ ;
PAQUETTE, LA .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (19) :3351-3353
[28]   OPTICALLY-ACTIVE ALLYLSILANES .3. ANTI STEREOCHEMISTRY IN PROTODESILYLATION OF AN OPTICALLY-ACTIVE ALLYLSILANE WITH TRIFLUOROACETIC ACID-D [J].
HAYASHI, T ;
ITO, H ;
KUMADA, M .
TETRAHEDRON LETTERS, 1982, 23 (44) :4605-4606
[29]   OPTICALLY-ACTIVE ALLYLSILANES .11. STEREOCHEMISTRY IN ELECTROPHILIC SUBSTITUTION (SE') REACTIONS OF OPTICALLY-ACTIVE ALLYLFLUOROSILANES [J].
HAYASHI, T ;
MATSUMOTO, Y ;
ITO, Y .
ORGANOMETALLICS, 1987, 6 (04) :884-885
[30]   OPTICALLY-ACTIVE ALLYLSILANES .13. ANTI STEREOCHEMISTRY IN SE'' REACTION OF AN OPTICALLY-ACTIVE 2,4-DIENYLSILANE [J].
HAYASHI, T ;
MATSUMOTO, Y ;
ITO, Y .
CHEMISTRY LETTERS, 1987, (10) :2037-2040