title: Synthesis of the C1-C11 western fragment of madeirolide A.
abstract: The stereocontrolled synthesis of a fully elaborated C1-11 subunit of madeirolide A is described, utilizing an asymmetric boron aldol reaction and a cis-selective hetero-Michael cyclization to form the tetrahydropyran ring, followed by efficient formation of the required C5 α-glycoside.
authors: University Chemical Laboratory, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK. ip100@cam.ac.uk
authors: Ian
authors: I
authors: Paterson
authors: Gregory W
authors: GW
authors: Haslett
mesh_terms: D000447:Aldehydes; D000818:Animals; D003500:Cyclization; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D008386:Marine Biology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D018942:Macrolides; C582264:madeirolide A; C116609:3-hydroxybutanal