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Title: Total synthesis of (±)-β-microbiotene, (±)-microbiotol, (±)-cyclocuparanol and (±)-β-cuparenones
Authors: Srikrishna, A
Ramachary, D B
Keywords: Sesquiterpene synthesis;Cyclocuparanes;Cuparenes;Cyclopropanation;Rearrangement;diazo ketones
Issue Date: May-2007
Publisher: CSIR
IPC Code: Int.Cl.⁸ C07C
Abstract: Total synthesis of (±)-β-microbiotene, (±)-microbiotol, (±)-cyclocuparanol and their epimers along with (±)-β-cuparenone has been described. A combination of orthoester Claisen rearrangement, an acid catalysed rearrangement of a diazoketone for the generation of bicyclo[4.2.1]nonanedione, a retro-Claisen condensation and an intramolecular diazoketone cyclopropanation reaction have been employed for the construction of three contiguous quaternary atoms present in cyclocuparanes.
Page(s): 805-817
ISSN: 0376-4699
Appears in Collections:IJC-B Vol.46B(05) [May 2007]

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