title: Diastereoselective three-component reactions of aryldiazoacetates with alcohols/water and alkynals: application to substituted enelactones.
abstract: Dirhodium acetate catalyzed three-component reactions of aryl diazoacetates, alcohols or water, and 2-alkynals are reported to afford β-alkynyl α,β-dihydroxyl acid esters in good yield with high diastereoselectivity. Synthetic utility of the reaction was demonstrated in the conversion of the versatile alkynyl functionality to other synthetically useful compounds, including efficient synthesis of 2-aryl-2,3-dihydroxyl enelactones.
authors: Department of Chemistry, and Institute of Drug Discovery and Development, Shanghai Engineering Research Center for Molecular Therapeutics and New Drug Development, East China Normal University, Shanghai, P R China.
authors: Xingchun
authors: X
authors: Han
authors: Liqing
authors: L
authors: Jiang
authors: Min
authors: M
authors: Tang
authors: Wenhao
authors: W
authors: Hu
mesh_terms: D000085:Acetates / Q000737:chemistry*; D000438:Alcohols / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D006865:Hydrogenation; D006880:Hydroxy Acids / Q000737:chemistry; D007783:Lactones / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity; D014867:Water / Q000737:chemistry*
chemical_list: D000085:Acetates; D000438:Alcohols; D000480:Alkynes; D006880:Hydroxy Acids; D007783:Lactones; D014867:Water