title: Total synthesis of neolaulimalide and isolaulimalide.
abstract: The first total syntheses of the potential antitumoral leads neolaulimalide (2) and isolaulimalide (3) have been achieved. Key steps in our convergent, fully stereocontrolled route are a Yamaguchi macrolactonization, a Julia-Lythgoe-Kocienski olefination, a Kulinkovich reaction, and a cyclopropyl-allyl rearrangement to install the exo-methylene group. Overall, we synthesized 2 in 21 linear steps (3% yield) and 3 in 24 steps (2% yield).
authors.affiliation: Institut für Organische Chemie, Universität Wien, Währingerstrasse 38, 1090 Vienna, Austria.
authors.forename: Andreas
authors.initials: A
authors.lastname: Gollner
authors.forename: Johann
authors.initials: J
authors.lastname: Mulzer
mesh_terms: D015394:Molecular Structure; D043823:Taxoids / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D043823:Taxoids; C117306:isolaulimalide; C533382:neolaulimalide