Total synthesis of cyanolide A and confirmation of its absolute configuration.
The tandem allylic oxidation/oxa-Michael reaction promoted by the gem-disubstituent effect and the 2-methyl-6-nitrobenzoic anhydride (MNBA)-mediated dimerization were explored for the efficient and facile synthesis of cyanolide A.
Kim
Hyoungsu
H
Department of Chemistry, Duke University, Durham, North Carolina 27708, USA.
Hong
Jiyong
J
D000812:Anhydrides / Q000737:chemistry; D000818:Animals; D006031:Glycosylation; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009579:Nitrobenzoates / Q000737:chemistry; D010084:Oxidation-Reduction; D012547:Schistosoma / Q000737:chemistry
C526944:2-methyl-6-nitrobenzoic anhydride; D000812:Anhydrides; D018942:Macrolides; D009579:Nitrobenzoates; C548188:cyanolide A