title: An Olefin Cross-Metathesis Approach to Depudecin and Stereoisomeric Analogues.
abstract: A new total synthesis of the natural product (-)-depudecin, a unique and unexplored histone deacetylase (HDAC) inhibitor, is reported. A key feature of the synthesis is the utilization of an olefin cross-metathesis strategy, which provides for an efficient and improved access to natural depudecin, compared with our previous linear synthesis. Featured by its brevity and convergency, our developed synthetic strategy was applied to the preparation of the 10-epi derivative and the enantiomer of depudecin, which represent interesting stereoisomeric analogues for structure-activity relationship studies.
authors.affiliation: Department of Organic Chemistry, Faculty of Sciences, University of Malaga , Campus de Teatinos s/n, 29071, Malaga, Spain.
authors.forename: Iván
authors.initials: I
authors.lastname: Cheng-Sánchez
authors.affiliation: Department of Organic Chemistry, Faculty of Sciences, University of Malaga , Campus de Teatinos s/n, 29071, Malaga, Spain.
authors.forename: Cristina
authors.initials: C
authors.lastname: García-Ruiz
authors.affiliation: Department of Organic Chemistry, Faculty of Sciences, University of Malaga , Campus de Teatinos s/n, 29071, Malaga, Spain.
authors.forename: Guillermo A
authors.initials: GA
authors.lastname: Guerrero-Vásquez
authors.affiliation: Department of Organic Chemistry, Faculty of Sciences, University of Malaga , Campus de Teatinos s/n, 29071, Malaga, Spain.
authors.forename: Francisco
authors.identifier: 0000-0002-5149-3576
authors.initials: F
authors.lastname: Sarabia