Atroposelective Heck macrocyclization: enantioselective synthesis of bis(bibenzylic) natural products.
The Heck protocol was applied for the first time to the atroposelective synthesis of macrocyclic natural products. As ring closure to bis(bibenzyls) of the isoplagiochin type leads to a configurationally stable biaryl axis in the molecule, cyclization could be conducted atroposelectively in the presence of a chiral BINAP ligand.
Department of Organic Chemistry, Saarland University, Campus, 66123 Saarbrücken, Germany.
Matthias
M
Groh
Daniel
D
Meidlinger
Gerhard
G
Bringmann
Andreas
A
Speicher
D001632:Bibenzyls / Q000138:chemical synthesis* / Q000737:chemistry; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry; D013237:Stereoisomerism
C406943:BINAP, 2-naphthol; D001632:Bibenzyls; D001688:Biological Products; D009281:Naphthalenes