TERPENES TO TERPENES THROUGH PUSH-PULL CYCLOPROPANES - ENANTIOSELECTIVE CONSTRUCTION OF GERMACRANE, EUDESMANE AND COPA SESQUITERPENOID SKELETA FROM (-LIMONENE())

Authors
MEHTA G ACHARYULU PVR
Citation
G. Mehta et Pvr. Acharyulu, TERPENES TO TERPENES THROUGH PUSH-PULL CYCLOPROPANES - ENANTIOSELECTIVE CONSTRUCTION OF GERMACRANE, EUDESMANE AND COPA SESQUITERPENOID SKELETA FROM (-LIMONENE()), Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 37(3), 1998, pp. 201-204
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry → ACNP
ISSN journal
03764699
Volume
37
Issue
3
Year of publication
1998
Pages
201 - 204
Database
ISI
SICI code
0376-4699(1998)37:3<201:TTTTPC>2.0.ZU;2-8
Abstract
'Push-Pull' cyclopropane derivatives of the type 3 and 4 readily obtai nable from (+)-limonene 7 via dichloroketene cycloaddition and base-me diated ring contraction-rearrangement have been elaborated to mono-, b i- and tricyclic skeleta present in germacrane, eudesmane and 'copa' s esquiterpenoids, respectively. Our methodology provides stereo- and en antioselective entry into these ring systems from a readily available monoterpene chiron.