Total synthesis of (+/-)-aspercyclide A and its C19 methyl ether.
The total syntheses of (+/-)-aspercyclide A (1) and its C19 methyl ether (15a) featuring Heck-Mizoroki macrocyclisation to form the 11-membered (E)-styrenyl biaryl ether lactone core are described.
Carr
James L
JL
Department of Chemistry, South Kensington campus, Imperial College, London, UK SW7 2AZ.
Offermann
Daniel A
DA
Holdom
Mary D
MD
Dusart
Philip
P
White
Andrew J P
AJ
Beavil
Andrew J
AJ
Leatherbarrow
Robin J
RJ
Lindell
Stephen D
SD
Sutton
Brian J
BJ
Spivey
Alan C
AC
D018360:Crystallography, X-Ray; D003500:Cyclization; D007783:Lactones / Q000138:chemical synthesis / Q000737:chemistry*; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D008738:Methyl Ethers / Q000737:chemistry*; D008968:Molecular Conformation
D007783:Lactones; D047028:Macrocyclic Compounds; D008738:Methyl Ethers; C542833:aspercyclide A