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, Martin; Chun, Chonhoon; Edwards, Alison; Vogtle, Markus

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

Date

2003

Authors

Banwell, Martin

Chun, Chonhoon

Edwards, Alison

Vogtle, Markus

Publisher

CSIRO Publishing

Abstract

bis-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 mi