SYNTHESES OF (±)-WARBURGANAL AND (±)-ISOTADEONAL
- 5 June 1979
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 8 (6) , 635-636
- https://doi.org/10.1246/cl.1979.635
Abstract
Methyl (±)-9-epidrimenate was oxidized with selenium dioxide at C-12 to give an aldehyde ester. The aldehyde group was protected by formation of an acetal, and then the methoxycarbonyl group was transformed into a formyl group. Hydrolysis of the acetal group gave (±)-isotadeonal. Stereoselective oxidation of the enolate generated from (±)-isotadeonal monoacetal gave (±)-warburganal monoacetal, which was hydrolyzed to (±)-warburganal.This publication has 4 references indexed in Scilit:
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