title: Syntheses of optically pure conduramines via the strategy of hetero Diels-Alder reaction of masked o-benzoquinones with homochiral nitroso dienophiles.
abstract: Highly stereoselective hetero Diels-Alder reactions of masked o-benzoquinones (MOBs) with homochiral nitroso dienophiles are described along with their application in the syntheses of (+)-ent-conduramine F-1, (+)-conduramine E-1, (-)-conduramine A-1, (+)-conduramine A-1 tetraacetate, and (-)-ent-conduramine A-1 tetraacetate.
authors.affiliation: Department of Chemistry, National Tsing Hua University, Hsinchu 30013, Taiwan.
authors.forename: Ping-Hsun
authors.initials: PH
authors.lastname: Lu
authors.forename: Ching-Shun
authors.initials: CS
authors.lastname: Yang
authors.forename: Badugu
authors.initials: B
authors.lastname: Devendar
authors.forename: Chun-Chen
authors.initials: CC
authors.lastname: Liao
mesh_terms: D016227:Benzoquinones / Q000737:chemistry*; D003511:Cyclohexanols / Q000138:chemical synthesis* / Q000737:chemistry; D003514:Cyclohexylamines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: C514594:6-aminocyclohex-4-ene-1,2,3-triol; D016227:Benzoquinones; D003511:Cyclohexanols; D003514:Cyclohexylamines; C545152:conduramine A-1; C545151:conduramine E