Synthetic approaches and total synthesis of natural zoapatanol.
[structure: see text] The total synthesis of (+)-zoapatanol utilizing an intramolecular Horner-Wadsworth-Emmons olefination and an enantioselective Sharpless dihydroxylation as the key steps has been achieved. An advanced oxepene intermediate has been obtained by applying a ring-closing metathesis to an unsaturated enol ether.
Taillier
Catherine
C
Laboratoire de Chimie Organique, associé au CNRS, ESPCI, 10 rue Vauquelin, 75231 Paris Cedex 05, France.
Gille
Barbara
B
Bellosta
Véronique
V
Cossy
Janine
J
D008968:Molecular Conformation; D010082:Oxepins / Q000138:chemical synthesis*; D013237:Stereoisomerism
D010082:Oxepins; C442248:zoapatanol