title: A unified strategy for the synthesis of the C1-C14 fragment of marinolic acids, mupirocins, pseudomonic acids and thiomarinols: total synthesis of pseudomonic acid methyl monate C.
abstract: A flexible stereoselective approach to the common C1-C14 skeleton present in natural products of the pseudomonic acid family is described. The strategy has been extended and the total synthesis of pseudomonic acid methyl monate C was achieved. The key synthetic reactions utilized include Achmatowicz rearrangement, Johnson-Claisen rearrangement, Julia-Kocienski olefination, and Horner-Wadsworth-Emmons olefination reaction.
authors.affiliation: Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India. srihari@iict.res.in.
authors.forename: Y
authors.initials: Y
authors.lastname: Sridhar
authors.forename: P
authors.initials: P
authors.lastname: Srihari
mesh_terms: D002625:Chemistry, Organic / Q000379:methods*; D003437:Crotonates / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D016712:Mupirocin / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D003437:Crotonates; D007202:Indicators and Reagents; D011714:Pyrans; C085617:thiomarinol; D016712:Mupirocin