μ-Oxo-Dinuclear-Iron(III)-Catalyzed O-Selective Acylation of Aliphatic and Aromatic Amino Alcohols and Transesterification of Tertiary Alcohols.
A highly chemoselective and reactive μ-oxo-dinuclear iron(III) salen catalyst for transesterification was developed. The developed iron complex catalyzed acylation of aliphatic amino alcohols with nearly perfect O-selectivity, even when using activated esters, for which chemoselectivity is more difficult to control. In addition, O-selective transesterification of aromatic amino alcohols was achieved for the first time. The high activity of the iron complex enabled the use of sterically congested tertiary alcohols, including unprecedented tert-butanol.
Graduate school of Pharmaceutical Sciences, Kyushu University, Maidashi Higashi-ku, Fukuoka, 812-8582, Japan.
Rikiya
R
Horikawa
Graduate school of Pharmaceutical Sciences, Kyushu University, Maidashi Higashi-ku, Fukuoka, 812-8582, Japan.
Chika
C
Fujimoto
Graduate school of Pharmaceutical Sciences, Kyushu University, Maidashi Higashi-ku, Fukuoka, 812-8582, Japan.
Ryo
R
Yazaki
Graduate school of Pharmaceutical Sciences, Kyushu University, Maidashi Higashi-ku, Fukuoka, 812-8582, Japan. ohshima@phar.kyushu-u.ac.jp.
Takashi
http://orcid.org/0000-0001-9817-6984
T
Ohshima
alcohols; chemoselectivity; iron; tert-butyl ester; transesterification