title: A method for constructing the C44-C51 side chain of altohyrtin C.
abstract: [formula: see text] A method to construct the C44-C51 side chain of altohyrtin C has been developed and applied to a model aldehyde derived from D-glucose. The approach relies on a Wittig reaction to couple the side chain to an aldehyde and utilizes an allylic diazene rearrangement to place the C45 double bond in the correct position.
authors.affiliation: Department of Chemistry, University of California, Berkeley 94720, USA.
authors.forename: G R
authors.initials: GR
authors.lastname: Ott
authors.forename: C H
authors.initials: CH
authors.lastname: Heathcock
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D005947:Glucose / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000737:chemistry*; D018942:Macrolides / Q000737:chemistry*; D015394:Molecular Structure; D000095702:Polyether Toxins
chemical_list: D000447:Aldehydes; D005947:Glucose; D006571:Heterocyclic Compounds; D018942:Macrolides; C409088:altohyrtin C; D000095702:Polyether Toxins