title: High π-Facial and exo-Selectivity for the Intramolecular Diels-Alder Cycloaddition of Dodeca-3,9,11-trien-5-one Precursors to 2-epi-Symbioimine and Related Compounds.
abstract: An unconstrained exocyclic stereogenic center and a removable trimethylsilyl group are combined to induce high π-facial selectivity and near-exclusive exo-selectivity in the intramolecular Diels-Alder cycloaddition of dodeca-3,9,11-trien-5-ones. This strategy provides direct access to polysubstituted trans-1-decalones related to the symbioimines in good yield and acceptable diastereoselectivity.
authors: Key Laboratory of Green Chemistry & Technology, College of Chemistry, Sichuan University , Chengdu, Sichuan 610064, P. R. China.
authors: Ming
authors: M
authors: Xiang
authors: Key Laboratory of Green Chemistry & Technology, College of Chemistry, Sichuan University , Chengdu, Sichuan 610064, P. R. China.
authors: Yiwei
authors: Y
authors: Wu
authors: Department of Chemistry, University of Virginia , Charlottesville, Virginia 22904-4319, United States.
authors: Jason P
authors: JP
authors: Burke
authors: Key Laboratory of Green Chemistry & Technology, College of Chemistry, Sichuan University , Chengdu, Sichuan 610064, P. R. China.
authors: Jason J
authors: JJ
authors: Chruma