title: Tethered aminohydroxylation: synthesis of the β-amino acid of microsclerodermins A and B.
abstract: The utility of the tethered aminohydroxylation (TA) has been demonstrated by synthesis of the complex β-amino acid residue of microsclerodermins A and B. The TA provided a regio- and stereoselective functionalization of a complex homoallylic alcohol. The route includes late-stage introduction of the aliphatic side chain via a cuprate addition and cross metathesis, a tactic designed to render the synthesis applicable to other microsclerodermins.
authors.affiliation: Department of Chemistry, University of Oxford , Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, U.K.
authors.forename: Robert D C
authors.initials: RD
authors.lastname: Pullin
authors.forename: Akshat H
authors.initials: AH
authors.lastname: Rathi
authors.forename: Ekaterina Y
authors.initials: EY
authors.lastname: Melikhova
authors.forename: Christian
authors.initials: C
authors.lastname: Winter
authors.forename: Amber L
authors.initials: AL
authors.lastname: Thompson
authors.forename: Timothy J
authors.initials: TJ
authors.lastname: Donohoe
mesh_terms: D000438:Alcohols / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry*; D006900:Hydroxylation; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D000596:Amino Acids; D010456:Peptides, Cyclic; C587945:microsclerodermin A; C587943:microsclerodermin B