title: Highly efficient asymmetric synthesis of α,β-epoxy esters via one-pot organocatalytic epoxidation and oxidative esterification.
abstract: Highly enantioselective synthesis of α,β-epoxy esters was achieved via one-pot organocatalytic epoxidation and consequent oxidative esterification. Excellent enantioselectivities (up to 99% ee) and good yields were obtained for a variety of α,β-epoxy esters. The method was readily scaled. Furthermore the product was applied towards the synthesis of (-)-clausenamide with excellent enantioselectivities (>99% ee).
authors: College of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006, China. xuanyn@mail3.sysu.edu.cn
authors: Yi-ning
authors: YN
authors: Xuan
authors: Han-Sen
authors: HS
authors: Lin
authors: Ming
authors: M
authors: Yan
mesh_terms: D001393:Azoles / Q000737:chemistry*; D002384:Catalysis; D004852:Epoxy Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D007769:Lactams / Q000138:chemical synthesis / Q000737:chemistry; D017705:Lignans / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D001393:Azoles; D004852:Epoxy Compounds; D004952:Esters; D007769:Lactams; D017705:Lignans; C053048:clausenamide