SYNTHESES OF (-)-ALPHA-AND (+)-BETA-CIS-BERGAMOTENES

被引:77
作者
GIBSON, TW
ERMAN, WF
机构
[1] Procter, Gamble Company, Miami Valley Laboratories, Cincinnati
关键词
D O I
10.1021/ja01045a032
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Syntheses of (–)-α-cis-bergamotene (2) and (+)-β-cis-bergamotene (3) from (–)-β-pinene are described. The isomer 2 was shown to be identical with a sesquiterpene hydrocarbon isolated from oils of opoponax (Commiphora erythraea var. glabrescens Engler) and black pepper (Piper nigrum L.). The isomer 3 was found to be different from an isolate of Indian valerian oil (Valeriana wallichi) which has been assigned this structure. © 1969, American Chemical Society. All rights reserved.
引用
收藏
页码:4771 / &
相关论文
共 30 条
[1]   A NEW PHOTOCHEMICAL REACTION [J].
BARTON, DHR ;
BEATON, JM ;
GELLER, LE ;
PECHET, MM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (10) :2640-2641
[2]  
BELLAMY LJ, 1954, INFRARED SPECTRA COM, P119
[3]   NOVEL SYNTHESIS OF A TETRAHYDROPYRANYLALKANOL [J].
BLUME, RC ;
PLANT, D ;
ONEILL, WP .
JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (05) :1553-+
[5]   UBER STEROIDE UND SEXUALHORMONE .221. WEITERE OXYDATIONSVERSUCHE VON 20-HYDROXYSTEROIDEN MIT BLEI(IV)-ACETAT [J].
CAINELLI, G ;
ARIGONI, D ;
KELLER, J ;
JEGER, O ;
KAMBER, B ;
MIHAILOVIC, ML .
HELVETICA CHIMICA ACTA, 1961, 44 (02) :518-&
[6]  
CHAPMAN OL, 1963, ADVAN PHOTOCHEM, V1, P399
[7]   THE CHEMISTRY OF THE TRITERPENES .13. THE FURTHER CHARACTERISATION OF POLYPORENIC ACID-A [J].
CURTIS, RG ;
HEILBRON, I ;
JONES, ERH ;
WOODS, GF .
JOURNAL OF THE CHEMICAL SOCIETY, 1953, (FEB) :457-464
[8]   ABSOLUTE STEREOSTRUCTURE OF COPAENE [J].
DEMAYO, P ;
WILLIAMS, RE ;
BUCHI, G ;
FEAIRHELLER, SH .
TETRAHEDRON, 1965, 21 (03) :619-+
[9]  
GIBSON TW, 1967, TETRAHEDRON LETT, P905
[10]   ON TERPENES .21. ON THE TERPENIC AND SESQUITERPENIC HYDROCARBONS FROM BERGAMOT OIL [J].
HEROUT, V ;
RUZICKA, V ;
VRANY, M ;
SORM, F .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1950, 15 :373-380