STEREOSPECIFIC REARRANGEMENTS IN TRICYCLOPENTANOID SESQUITERPENES - THE ABSOLUTE-CONFIGURATION OF (-)-ISOCOMENE, (-)-BETA-ISOCOMENE, AND (-)-SILPHINENE

被引:22
作者
FITJER, L
MONZOOLTRA, H
机构
[1] Institut für Organische Chemie, Universität Göttingen, D-37077 Göttingen
关键词
D O I
10.1021/jo00075a004
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The determination of the absolute configuration of (-)-isocomene ((-)-9), (-)-beta-isocomene ((-)-3), and (-)-silphinene ((-)-15) by correlation with (-)-modhephene ((-)-(3aR,4R,6aS)-4) via stereospecific rearrangements is described.
引用
收藏
页码:6171 / 6173
页数:3
相关论文
共 70 条
[21]  
LEE HW, 1991, B KOR CHEM SOC, V12, P392
[22]   TOTAL SYNTHESIS OF RACEMIC SILPHINENE [J].
LEONEBAY, A ;
PAQUETTE, LA .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (21) :4173-4174
[23]   FORMAL TOTAL SYNTHESIS OF (+/-)-ISOCOMEN BY APPLICATION OF THE ALPHA-ALKINON CYCLIZATION [J].
MANZARDO, GGG ;
KARPF, M ;
DREIDING, AS .
HELVETICA CHIMICA ACTA, 1986, 69 (03) :659-669
[24]  
MASH EA, 1989, TETRAHEDRON LETT, V30, P2
[25]   HOMOCHIRAL KETALS IN ORGANIC-SYNTHESIS - ENANTIOSELECTIVE PREPARATION OF (+)-MODHEPHENE [J].
MASH, EA ;
MATH, SK ;
FLANN, CJ .
TETRAHEDRON LETTERS, 1988, 29 (18) :2147-2150
[26]   HOMOCHIRAL KETALS IN ORGANIC-SYNTHESIS - ENANTIOSELECTIVE SYNTHESIS AND ABSOLUTE-CONFIGURATION OF (-)-MODHEPHENE [J].
MASH, EA ;
MATH, SK ;
FLANN, CJ .
TETRAHEDRON, 1989, 45 (16) :4945-4950
[27]  
MEHTA G, 1991, J CHEM SOC PERK T 1, P2289
[28]   PHOTOCHEMICAL OXA-DI-PI-METHANE REARRANGEMENT APPROACH TO [3.3.3]PROPELLANES - TOTAL SYNTHESIS OF SESQUITERPENE HYDROCARBON (+/-)-MODHEPHENE [J].
MEHTA, G ;
SUBRAHMANYAM, D .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (02) :395-401
[29]   A TOTAL SYNTHESIS OF (+/-)-MODHEPHENE [J].
MEHTA, G ;
SUBRAHMANYAM, D .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (12) :768-769