Asymmetric recognition and sequential ring opening of 2-substituted-N-nosylaziridines with (DHQD)2AQN and TMSNu

Satoshi Minakata; Yuta Murakami; Masamitsu Satake; Ikumasa Hidaka; Yuriko Okada; Mitsuo Komatsu

doi:10.1039/B821650A

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Asymmetric recognition and sequential ring opening of 2-substituted-N-nosylaziridines with (DHQD)₂AQN and TMSNu†

Satoshi Minakata,*^a Yuta Murakami,^a Masamitsu Satake,^a Ikumasa Hidaka,^a Yuriko Okada^a and Mitsuo Komatsu^a

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* Corresponding authors

^a Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka, Japan
E-mail: minakta@chem.eng.osaka-u.ac.jp
Fax: +81 6-6879-7402

Abstract

A new method for asymmetric ring opening of terminal aziridines using a chiral amine, (DHQD)₂AQN, is described; the reaction is based on the asymmetric recognition of aziridines using (DHQD)₂AQN and on sequential ring opening using TMSNu.

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Supplementary files

Synthetic procedures and experimental data for theproducts PDF (176K)

Article information

DOI: https://doi.org/10.1039/B821650A
Article type: Communication
Submitted: 02 Dec 2008
Accepted: 15 Dec 2008
First published: 07 Jan 2009

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Org. Biomol. Chem., 2009,7, 641-643

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Asymmetric recognition and sequential ring opening of 2-substituted-N-nosylaziridines with (DHQD)₂AQN and TMSNu

S. Minakata, Y. Murakami, M. Satake, I. Hidaka, Y. Okada and M. Komatsu, Org. Biomol. Chem., 2009, 7, 641 DOI: 10.1039/B821650A

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Organic & Biomolecular Chemistry