Competitive Intramolecular Diels-Alder Reactions of bis-α,β-Unsaturated Ester Derivatives of Enzymatically Derived and Enantiopure cis -1,2-Dihydrocatechols. Enantiodivergent Synthesis of Monochiral Bicyclo[2.2.2]oct-2-enes

Banwell, MartinChun, ChonhoonEdwards, AlisonVogtle, Markus2015-12-132015-12-130004-9425http://hdl.handle.net/1885/85806bis-Crotonate and related alpha;,β-unsaturated ester derivatives of readily available and enantiomerically pure cis-1,2-dihydrocatechols engage, upon heating in refluxing toluene, in two competitive intramolecular Diels-Alder reactions to give varying miKeywords: Benzene; Chromatography; Crystal structure; Derivatives; Enzymes; Esters; Single crystals; Synthesis (chemical); Toluene; X ray analysis; Competitive intramolecular Diels-Alder reaction; Enantiodivergent synthesis; Enzymatic dihydroxylation; Single crystaCompetitive Intramolecular Diels-Alder Reactions of bis-α,β-Unsaturated Ester Derivatives of Enzymatically Derived and Enantiopure cis -1,2-Dihydrocatechols. Enantiodivergent Synthesis of Monochiral Bicyclo[2.2.2]oct-2-enes200310.1071/CH031122015-12-12