2212-90-0Relevant academic research and scientific papers
Total Synthesis of (+/-)-β-Bulnesene, (+/-)-Cryptofauronol, (+/-)-Fauronyl Acetate, and (+/-)-Valeranone
Sammes, Peter G.,Street, Leslie J.
, p. 666 - 668 (1983)
A versatile method for the preparation of perhydroazulenes and cis-fused 1-decalones is described and exemplified by the synthesis of the title compounds.
Synthesys of (+/-)-Cryptofauronol and Related Valerane Sesquiterpenes via Rearrangement of Bicyclodecane Precursors
Sammes, Peter G.,Street, Leslie J.,Whitby, Richard J.
, p. 281 - 290 (2007/10/02)
Alkenyl-substituted furfuryl alcohols have been converted into the corresponding alkenyl-substituted pyrylium species which undergo intramolecular cycloaddition to produce highly functionalised perhydroazulenes.These products, epoxybicyclodecanones and the corresponding alcohols, can undergo acid-catalysed rearrangement reactions to give cis-fused bicyclodecanes.The scope and limitations of these rearrangement reactions have been explored.The process has been adapted for use in the synthesis of the sesquiterpenes (+/-)-cryptofauronol, (+/-)-fauronyl acetate, (+/-)-valeranone, and (+/-)-valerane.
