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IJC-B Vol.47B(03) [March 2008] >


Title: Enantiospecific synthesis of thaps-8-en-5-ol via stereospecific
Authors: Srikrishna, A
Anebouselvy, K
Keywords: Enantiospecific synthesis
Thaps-8-en-5-ol
Sesquiterpenes
(R)-Carvone
Criegee fragmentation
Issue Date: Mar-2008
Publisher: CSIR
Abstract: Enantiospecific synthesis of thaps-8-en-5-ol, comprising of the carbon framework of a small group of sesquiterpenes containing three contiguous quaternary carbon atoms has been described. (R)-Carvone has been employed as the chiral starting material and a combination of intramolecular alkyation and Criegee fragmentation have been employed for intramolecular stereospecific transfer of the chirality. An intramolecular diazoketone cyclopropanation and regioselective cyclopropane ring cleavage reactions have been employed for the creation of the three requisite contiguous quaternary carbon atoms.
Page(s): 449-459
ISSN: 0376-4699
Source:IJC-B Vol.47B(03) [March 2008]

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