Issue 3, 2003
From the journal:

Chemical Communications

Organoruthenium(ii) and (iii) amidinates, (η5-C5Me5)Ru(η-amidinate) and (η5-C5Me5)RuCl(η-amidinate), as unique redox catalysts for the intramolecular Kharasch reactions: Facile access to a pyrrolizidine alkaloid skeleton under mild conditions†

Hideo Nagashima,*abc   Mitsuru Gondo,b   Satoshi Masuda,b   Hideo Kondo,c   Yoshitaka Yamaguchic  and  Kouki Matsubaraac  

* Corresponding authors

a Institute of Advanced Material Study, Kyushu University, Kasuga, Fukuoka 816-8580, Japan
E-mail: nagasima@cm.kyushu-u.ac.jp
Fax: +81-92-583-7819
Tel: +81-92-583-7819

b Graduate School of Engineering Sciences, Kyushu University, Kasuga, Fukuoka 816-8580, Japan

c CREST, Japan Promotion of Science and Technology (JST), Kyushu University, Kasuga, Fukuoka 816-8580, Japan

Abstract

A novel organoruthenium(III) amidinate, (η5-C5Me5)RuCl(η-iPrN[double bond, length as m-dash]C(Me)NiPr) (2), has been prepared by oxidation of organoruthenium amidinate, (η5-C5Me5)Ru(η-iPrN[double bond, length as m-dash]C(Me)NiPr) (1), by organic chlorides; both 1 and 2 are found to be good catalysts for atom-transfer cyclization of N-allyltrichloroacetamides which are useful for successful preparation of a pyrrolizidine alkaloid skeleton under mild conditions.

Graphical abstract: Organoruthenium(ii) and (iii) amidinates, (η5-C5Me5)Ru(η-amidinate) and (η5-C5Me5)RuCl(η-amidinate), as unique redox catalysts for the intramolecular Kharasch reactions: Facile access to a pyrrolizidine alkaloid skeleton under mild conditions

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Article information

DOI
https://doi.org/10.1039/B209369C
Article type
Communication
Submitted
25 Sep 2002
Accepted
13 Dec 2002
First published
14 Jan 2003

Chem. Commun., 2003, 442-443

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Organoruthenium(II) and (III) amidinates, (η5-C5Me5)Ru(η-amidinate) and (η5-C5Me5)RuCl(η-amidinate), as unique redox catalysts for the intramolecular Kharasch reactions: Facile access to a pyrrolizidine alkaloid skeleton under mild conditions

H. Nagashima, M. Gondo, S. Masuda, H. Kondo, Y. Yamaguchi and K. Matsubara, Chem. Commun., 2003, 442 DOI: 10.1039/B209369C

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