Issue 2, 2016
From the journal:

Organic & Biomolecular Chemistry

Enantioselective organocatalytic oxidation of ketimine†

Shinobu Takizawa,*a   Kenta Kishi,a   Mohamed Ahmed Abozeid, ORCID logo a   Kenichi Murai,*b   Hiromichi Fujiokab  and  Hiroaki Sasaia  

* Corresponding authors

a The Institute of Scientific and Industrial Research (ISIR), Osaka University, 8-1 Mihogaoka, Ibaraki-shi, Osaka 567-0047, Japan
E-mail: taki@sanken.osaka-u.ac.jp

b Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita-shi, Osaka 565-0871, Japan
E-mail: murai@phs.osaka-u.ac.jp

Abstract

C 3-Symmetric chiral trisimidazolines with m-chloroperbenzoic acid promoted the organocatalytic oxidation of N-sulfonyl ketimine. The present imidazoline catalysis produced oxaziridines bearing a tetrasubstituted carbon stereogenic center in high yields with up to 87% ee.

Graphical abstract: Enantioselective organocatalytic oxidation of ketimine

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Article information

DOI
https://doi.org/10.1039/C5OB02042E
Article type
Paper
Submitted
01 Oct 2015
Accepted
10 Nov 2015
First published
10 Nov 2015

Org. Biomol. Chem., 2016,14, 761-767

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Enantioselective organocatalytic oxidation of ketimine

S. Takizawa, K. Kishi, M. A. Abozeid, K. Murai, H. Fujioka and H. Sasai, Org. Biomol. Chem., 2016, 14, 761 DOI: 10.1039/C5OB02042E

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