Development of an Enantioselective Synthesis of (−)-Euonyminol
Tomanik M, Xu Z, Guo F, Wang Z, Yang KR, Batista VS, Herzon SB. Development of an Enantioselective Synthesis of (−)-Euonyminol. The Journal Of Organic Chemistry 2021, 86: 17011-17035. PMID: 34784213, DOI: 10.1021/acs.joc.1c02167.Peer-Reviewed Original ResearchConceptsTrig cyclizationSuccessful synthetic strategyEnantioselective synthetic routeDihydro-β-agarofuran sesquiterpenesLate-stage intermediatesΑ-ketol rearrangementSynthetic routeSynthetic strategyDiol residuesOxidation stateFirst-generation approachRadical cyclizationImproved synthesisEnantioselective synthesisAllylic alcoholsOpening reactionUnsaturated ketonesSynthetic sequenceEuonyminolComputational studyCyclizationMacrocyclic alkaloidsSynthesisCathedulinsKey step