Publication | Open Access
The Backbone Rearrangement of 3β,4β-Epoxyfriedelane and the Synthesis of Dendropanoxide
18
Citations
11
References
1977
Year
Chemical EngineeringCross-coupling ReactionEngineeringBiochemistryRearrangement ReactionNatural SciencesAbstract DendropanoxideFluorous SynthesisOrganic ChemistryCatalysisChemistryBoron Trifluoride EtherateBackbone RearrangementSynthetic ChemistryEnantioselective Synthesis
Abstract Dendropanoxide (1) was synthesized by the reaction of 3β,4β-epoxyfriedelane (19) with boron trifluoride etherate in ether at −10 °C. In the rearrangement reaction, 4α-fluorofriedelan-3β-ol (20), D : B-friedo-olean-5(10)-en-3β-ol (21), β-amyrin (22), and D : B-friedo-olean-5-en-3β-ol (23) were also produced.
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