Synthetic efforts toward the macrolactone core of Leucascandrolide A.
A chemoselective synthesis of 1, the macrocyclic core of leucascandrolide A, has been achieved by utilizing highly enantioselective allylmetalations, an enantioselective Noyori reduction of a propargylic ketone, and olefin metatheses as the key steps.
Ferrié
Laurent
L
Laboratoire de Chimie Organique, ESPCI, CNRS, 10 rue Vauquelin, 75231 Paris Cedex 05, France.
Boulard
Lucie
L
Pradaux
Fabienne
F
Bouzbouz
Samir
S
Reymond
Sébastien
S
Capdevielle
Patrice
P
Cossy
Janine
J
D007783:Lactones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization; D013237:Stereoisomerism
D007783:Lactones; D012717:Sesquiterpenes; C408748:leucascandrolide A