title: Toward the stereochemical assignment and synthesis of hemicalide: DP4f GIAO-NMR analysis and synthesis of a reassigned C16-C28 subunit.
abstract: Using the DP4f GIAO-NMR method, the stereochemistry of hemicalide was computationally analysed, resulting in a reassignment at C18 as supported by improved NMR shift correlations with a model C13-C25 fragment 23. An advanced C16-C28 subunit 6 of this potent anticancer agent was then synthesised with the revised 18,19-syn relationship.
authors.affiliation: University Chemical Laboratory, Lensfield Road, Cambridge, CB2 1EW, UK.
authors.forename: Callum I
authors.initials: CI
authors.lastname: MacGregor
authors.affiliation: University Chemical Laboratory, Lensfield Road, Cambridge, CB2 1EW, UK.
authors.forename: Bing Yuan
authors.initials: BY
authors.lastname: Han
authors.affiliation: University Chemical Laboratory, Lensfield Road, Cambridge, CB2 1EW, UK.
authors.forename: Jonathan M
authors.initials: JM
authors.lastname: Goodman
authors.affiliation: University Chemical Laboratory, Lensfield Road, Cambridge, CB2 1EW, UK.
authors.forename: Ian
authors.initials: I
authors.lastname: Paterson