title: Catalytic asymmetric Diels-Alder reactions involving aryl vinyl ketones.
abstract: A catalytic asymmetric Diels-Alder reaction of an aryl vinyl ketone with 1,3-dienylcarbamate has been developed. Cyclohexenes bearing vicinal amino and aroyl groups in a cis-configuration were prepared in excellent ee (>99%) and endo (single diastereomer) selectivity. The absolute configuration of one DA product was unambiguously confirmed using XRD analysis. The transition state structure was proposed on the basis of DFT calculations.
authors.affiliation: Key Laboratory of Radiopharmaceuticals, Ministry of Education, College of Chemistry, Beijing Normal University, Haidian, Beijing 100875, P. R. China. pjiao@bnu.edu.cn.
authors.forename: Liman
authors.initials: L
authors.lastname: Kong
authors.forename: Xiaoyu
authors.initials: X
authors.lastname: Han
authors.forename: Peng
authors.initials: P
authors.lastname: Jiao
mesh_terms: D002384:Catalysis; D053138:Cyclohexenes / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D010756:Phosphoric Acids / Q000737:chemistry*; D011789:Quantum Theory
chemical_list: D053138:Cyclohexenes; D007659:Ketones; D010756:Phosphoric Acids; C030242:phosphoric acid