SYNTHESIS OF (+)-ALPHA-CURCUMENE, (+)-CURCUMONE, AND (-)-METHYL CITRONELLATE STARTING FROM OPTICALLY PURE 5-TRIMETHYLSILYL-2-CYCLOHEXENONE

被引:44
作者
ASAOKA, M
SHIMA, K
FUJII, N
TAKEI, H
机构
关键词
D O I
10.1016/S0040-4020(01)86178-0
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:4757 / 4766
页数:10
相关论文
共 18 条
[1]   TRIMETHYLSILYL GROUP DIRECTED WAGNER-MEERWEIN REARRANGEMENT OF BICYCLO[2.2.2]OCTAN-2-OL DERIVATIVES [J].
ASAOKA, M ;
TAKEI, H .
TETRAHEDRON LETTERS, 1987, 28 (50) :6343-6346
[2]   CONSTRUCTION OF CHIRAL QUARTERNARY CARBON CENTERS USING 3-SUBSTITUTED 5-TRIMETHYLSILYL-2-CYCLOHEXENONES - SYNTHESIS OF (+)-ALPHA-CUPARENONE [J].
ASAOKA, M ;
TAKENOUCHI, K ;
TAKEI, H .
TETRAHEDRON LETTERS, 1988, 29 (03) :325-328
[3]   (R)-5-TRIMETHYLSILYL-2-CYCLOHEXENONE AND (S)-5-TRIMETHYLSILYL-2-CYCLOHEXENONE - A VERSATILE CHIRAL SOURCE FOR THE SYNTHESIS OF OPTICALLY-ACTIVE CYCLOHEXANONE DERIVATIVES [J].
ASAOKA, M ;
SHIMA, K ;
TAKEI, H .
TETRAHEDRON LETTERS, 1987, 28 (46) :5669-5672
[4]   SYNTHESIS OF CHIRAL 5-SUBSTITUTED CYCLOHEX-2-ENONES FROM 5-TRIMETHYLSILYLCYCLOHEX-2-ENONE [J].
ASAOKA, M ;
SHIMA, K ;
TAKEI, H .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (06) :430-431
[5]  
Coppola GM, 1987, ASYMMETRIC SYNTHESIS
[6]   STUDIES IN SESQUITERPENES .37. SESQUITERPENOIDS FROM ESSENTIAL OIL OF ZINGIBER ZERUMBET SMITH [J].
DAMODARAN, NP ;
DEV, S .
TETRAHEDRON, 1968, 24 (11) :4113-+
[7]   ME3SICL/HMPA ACCELERATED CONJUGATE ADDITION OF CATALYTIC COPPER REAGENT - STEREOSELECTIVE SYNTHESIS OF ENOL SILYL ETHER OF ALDEHYDE [J].
HORIGUCHI, Y ;
MATSUZAWA, S ;
NAKAMURA, E ;
KUWAJIMA, I .
TETRAHEDRON LETTERS, 1986, 27 (34) :4025-4028
[8]   CHEMISTRY OF CARBANIONS .17. ADDITION OF METHYL ORGANOMETALLIC REAGENTS TO CYCLOHEXENONE DERIVATIVES [J].
HOUSE, HO ;
FISCHER, WF .
JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (03) :949-&
[9]  
HUDLRIC PF, 1980, J AM CHEM SOC, V102, P6894
[10]  
JOHN TK, 1985, INDIAN J CHEM B, V24, P35