title: Toward the total synthesis of the brasilinolides: stereocontrolled assembly of a C1-C19 polyol segment.
abstract: Two highly convergent syntheses of a fully protected C1-C19 polyol subunit of the brasilinolide family of immunosuppressive macrolides are described, exploiting boron-mediated 1,5-anti aldol couplings to form the C8-C9 and C13-C14 bonds.
authors.affiliation: University Chemical Laboratory, Lensfield Road, Cambridge CB2 1EW, UK. ip100@cam.ac.uk
authors.forename: Ian
authors.initials: I
authors.lastname: Paterson
authors.forename: Friedrich A
authors.initials: FA
authors.lastname: Mühlthau
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: Cordier
authors.forename: Michael P
authors.initials: MP
authors.lastname: Housden
authors.forename: Paul M
authors.initials: PM
authors.lastname: Burton
authors.forename: Olivier
authors.initials: O
authors.lastname: Loiseleur
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D002244:Carbon / Q000737:chemistry*; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D011108:Polymers / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D018942:Macrolides; D011108:Polymers; C024617:polyol; D002244:Carbon; C116609:3-hydroxybutanal