A tetranuclear-zinc-cluster-catalyzed practical and versatile deprotection of acetates and benzoates.
A new catalytic deacylation of acetates and benzoates through transesterification with methanol was developed (see scheme). Reactions with various acid- and nucleophile-sensitive functional groups proceeded efficiently in the presence of a catalytic amount of the tetranuclear zinc cluster. The present catalysis is applicable to less-reactive tertiary acetates, the deacylation of which is difficult to achieve by transesterification with other catalysts.
Iwasaki
Takanori
T
Department of Chemistry, Graduate School of Engineering Science, Osaka University, CREST, 1-3 Machikaneyama, Toyonaka, Osaka 560-8631, Japan.
Agura
Kazushi
K
Maegawa
Yusuke
Y
Hayashi
Yukiko
Y
Ohshima
Takashi
T
Mashima
Kazushi
K
D000085:Acetates / Q000737:chemistry*; D001565:Benzoates / Q000737:chemistry*; D002384:Catalysis; D004952:Esters; D000432:Methanol / Q000737:chemistry; D015032:Zinc / Q000737:chemistry*
D000085:Acetates; D001565:Benzoates; D004952:Esters; D015032:Zinc; D000432:Methanol