title: Total Synthesis of Dolatrienoic Acid: A Subunit of Dolastatin 14.
abstract: The (7R,15R)- and (7S,15R)-diastereomers of dolatrienoic acid were synthesized using a convergent strategy. Fragment C5-C9 was obtained through enantiodifferentiation of racemic pentane-1,3,5-triol as the key step, fixing the chirality at C7 of fragments 4 and ent-4. The chirality at C15 of the fragment C10-C16 was introduced from L-glutamic acid. Coupling of these two fragments led to the aldehydes (7R,15R)- and (7S,15R)-2 which were homologated by Horner-Wadsworth-Emmons condensation to give (7R,15R)- and (7S,15R)-dolatrienoic acids.
authors.affiliation: UPR 9023, Mécanismes Moléculaires des Communications Cellulaires 141, rue de la Cardonille, 34094 Montpellier Cedex 5, France.
authors.forename: Sylvie
authors.initials: S
authors.lastname: Mouné
authors.forename: Gilles
authors.initials: G
authors.lastname: Niel
authors.forename: Magali
authors.initials: M
authors.lastname: Busquet
authors.forename: Ian
authors.initials: I
authors.lastname: Eggleston
authors.forename: Patrick
authors.initials: P
authors.lastname: Jouin