title: Formal total synthesis of (+)-neopeltolide.
abstract: This paper describes the formal total synthesis of (+)-neopeltolide, a cytotoxic macrolide isolated from the marine sponge Neopeltidae. The key features of the synthesis include an asymmetric Evans alkylation to fix the C9-methyl center, Jacobsen hydrolytic kinetic resolution of terminal epoxides followed by their regioselective opening to fix the stereocenters at the C11 and C13 positions, respectively, a Pd-catalyzed oxa-Michael reaction to construct the tetrahydropyran ring, and Yamaguchi macrolactonization to form the macrocyclic core of the molecule.
authors.affiliation: CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India.
authors.forename: Sudhakar
authors.initials: S
authors.lastname: Athe
authors.forename: Balla
authors.initials: B
authors.lastname: Chandrasekhar
authors.forename: Saumya
authors.initials: S
authors.lastname: Roy
authors.forename: Tapan Kumar
authors.initials: TK
authors.lastname: Pradhan
authors.forename: Subhash
authors.initials: S
authors.lastname: Ghosh
mesh_terms: D000818:Animals; D002384:Catalysis; D007700:Kinetics; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D018942:Macrolides; C519136:neopeltolide; D010165:Palladium