TY - JOUR
T1 - μ-Oxo-Dinuclear-Iron(III)-Catalyzed O-Selective Acylation of Aliphatic and Aromatic Amino Alcohols and Transesterification of Tertiary Alcohols
AU - Horikawa, Rikiya
AU - Fujimoto, Chika
AU - Yazaki, Ryo
AU - Ohshima, Takashi
N1 - Funding Information:
This work was financially supported by JSPS KAKENHI Grant Number JPH05846 in Middle Molecular Strategy and Grant-in-Aid for Scientific Research (B) (#24390004). and the Platform for Drug Discovery, Informatics, and Structural Life Science from MEXT.
Publisher Copyright:
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
PY - 2016/8/22
Y1 - 2016/8/22
N2 - 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.
AB - 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.
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U2 - 10.1002/chem.201602801
DO - 10.1002/chem.201602801
M3 - Article
AN - SCOPUS:84982124140
SN - 0947-6539
VL - 22
SP - 12278
EP - 12281
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 35
ER -