title: A simple, short, and flexible synthesis of viridiofungin derivatives.
abstract: Described herein is a simple, flexible, and efficient synthesis of the skeleton of the viridiofungins, a family of microbial secondary metabolites. The synthesis utilizes an asymmetric aldol reaction of a chiral oxazolidinone, a diastereoselective alkylation of a chiral 1,3-dioxolan-2-one, and a geometrically selective alkene cross-metathesis reaction as the key C-C bond-forming steps.
authors.affiliation: Department of Chemistry, Imperial College London, Exhibition Road, London SW7 2AZ, England.
authors.forename: Stephen M
authors.initials: SM
authors.lastname: Goldup
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: Pilkington
authors.forename: Andrew J P
authors.initials: AJ
authors.lastname: White
authors.forename: Andrew
authors.initials: A
authors.lastname: Burton
authors.forename: Anthony G M
authors.initials: AG
authors.lastname: Barrett
mesh_terms: D000478:Alkylation; D000596:Amino Acids / Q000737:chemistry*; D002384:Catalysis; D002951:Citrates / Q000138:chemical synthesis / Q000737:chemistry*; D004952:Esters / Q000737:chemistry; D008293:Malates / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D000596:Amino Acids; D002951:Citrates; D004952:Esters; D008293:Malates; C030298:malic acid