title: Synthetic studies of callyspongiolide: synthesis of the macrolactone core of the molecule.
abstract: A concise synthetic strategy has been developed for the synthesis of the macrolactone core 2 of a unique polyketide callyspongiolide 1. The key features of the strategy included an Evan's asymmetric alkylation, diastereoselective Michael type alkylation, Brown's asymmetric allylation reaction, an allylic alkylation of an activated Z-allylic alcohol and an intramolecular Z-selective intramolecular H-W-E olefination.
authors.affiliation: Organic and Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India. subhash@iict.res.in.
authors.forename: Sudhakar
authors.initials: S
authors.lastname: Athe
authors.affiliation: Organic and Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India. subhash@iict.res.in.
authors.forename: Ashish
authors.initials: A
authors.lastname: Sharma
authors.affiliation: Centre for NMR & Structural Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India.
authors.forename: Kanakaraju
authors.initials: K
authors.lastname: Marumudi
authors.affiliation: Organic and Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India. subhash@iict.res.in.
authors.forename: Subhash
authors.initials: S
authors.lastname: Ghosh
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry; D000478:Alkylation; D060326:Chemistry Techniques, Synthetic; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D020005:Propanols / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D018942:Macrolides; D020005:Propanols; C588104:callyspongiolide; C006463:allyl alcohol