Literature DB >> 27309126

μ-Oxo-Dinuclear-Iron(III)-Catalyzed O-Selective Acylation of Aliphatic and Aromatic Amino Alcohols and Transesterification of Tertiary Alcohols.

Rikiya Horikawa1, Chika Fujimoto1, Ryo Yazaki1, Takashi Ohshima2.   

Abstract

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.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alcohols; chemoselectivity; iron; tert-butyl ester; transesterification

Year:  2016        PMID: 27309126     DOI: 10.1002/chem.201602801

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  2 in total

1.  Highly selective acylation of polyamines and aminoglycosides by 5-acyl-5-phenyl-1,5-dihydro-4H-pyrazol-4-ones.

Authors:  Kostiantyn O Marichev; Estevan C Garcia; Kartick C Bhowmick; Daniel J Wherritt; Hadi Arman; Michael P Doyle
Journal:  Chem Sci       Date:  2017-08-30       Impact factor: 9.825

Review 2.  A Review of Modifications of Quinoline Antimalarials: Mefloquine and (hydroxy)Chloroquine.

Authors:  Dawid J Kucharski; Michalina K Jaszczak; Przemysław J Boratyński
Journal:  Molecules       Date:  2022-02-02       Impact factor: 4.411

  2 in total

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