title: Titanium(IV)-promoted regioselective nucleophilic ring-opening reaction of chiral epoxyallyl alcohols with acids as a tool for ready access to chiral 1,2,3-triol monoesters: application to stereoselective total synthesis of macrolides.
abstract: Titanium(IV)-promoted regioselective ring-opening reaction of chiral epoxy-allyl alcohols (Sharpless conditions as the key strategic step) is developed as a tool for ready access to chiral 5,6-dihydroxyoct-7-en-4-yl alkoxylates. Later, the synthetic utility of products thereof was demonstrated through the RCM based stereoselective synthesis of various natural products.
authors.affiliation: Discovery Laboratory, Organic & Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500607, India. prkgenius@iict.res.in
authors.forename: Palakodety
authors.initials: P
authors.lastname: Radha Krishna
authors.forename: D Venkata
authors.initials: DV
authors.lastname: Ramana
mesh_terms: D000143:Acids; D004852:Epoxy Compounds / Q000737:chemistry*; D004952:Esters; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D020005:Propanols / Q000737:chemistry*; D013237:Stereoisomerism; D014025:Titanium / Q000737:chemistry*
chemical_list: D000143:Acids; D004852:Epoxy Compounds; D004952:Esters; D018942:Macrolides; D020005:Propanols; C006463:allyl alcohol; D014025:Titanium