title: A stereoselective approach for the southeast segment (C1-C16) of (+)-sorangicin A.
abstract: The stereoselective protective group-free synthesis of the C1-C16 fragment of (+)-sorangicin A consisting of a dihydropyran subunit with a chiral alkyl substituent is achieved. The synthesis of the 4-stereogenic centered subunit involved key reactions such as Noyori asymmetric transfer hydrogenation, Achmatowicz oxidative rearrangement, and highly diastereoselective allylation of the Achmatowicz adduct.
authors.affiliation: Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad-500 007, India.
authors.forename: Y
authors.initials: Y
authors.lastname: Sridhar
authors.forename: P
authors.initials: P
authors.lastname: Srihari
mesh_terms: D000617:Aminoglycosides / Q000138:chemical synthesis* / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D000617:Aminoglycosides; C051799:sorangicin A