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, Mitsuru Gondo, Satoshi Masuda, Hideo Kondo, Yoshitaka Yamaguchi, Kouki Matsubara

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38 Citations (Scopus)

Abstract

A novel organoruthenium(iii) amidinate, (η5-C5Me5)RuCl(η-iPrN=C(Me)NiPr) (2), has been prepared by oxidation of organoruthenium amidinate, (η5-C5Me5)Ru(η-iPrN=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.

Original languageEnglish
Pages (from-to)442-443
Number of pages2
JournalChemical Communications
Volume3
Issue number3
DOIs
Publication statusPublished - Jan 1 2003

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Pyrrolizidine Alkaloids
Alkaloids
Cyclization
Chlorides
Atoms
Oxidation
Catalysts
Oxidation-Reduction

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

Cite this

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abstract = "A novel organoruthenium(iii) amidinate, (η5-C5Me5)RuCl(η-iPrN=C(Me)NiPr) (2), has been prepared by oxidation of organoruthenium amidinate, (η5-C5Me5)Ru(η-iPrN=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.",
author = "Hideo Nagashima and Mitsuru Gondo and Satoshi Masuda and Hideo Kondo and Yoshitaka Yamaguchi and Kouki Matsubara",
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TY - JOUR

T1 - 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

T2 - Facile access to a pyrrolizidine alkaloid skeleton under mild conditions

AU - Nagashima, Hideo

AU - Gondo, Mitsuru

AU - Masuda, Satoshi

AU - Kondo, Hideo

AU - Yamaguchi, Yoshitaka

AU - Matsubara, Kouki

PY - 2003/1/1

Y1 - 2003/1/1

N2 - A novel organoruthenium(iii) amidinate, (η5-C5Me5)RuCl(η-iPrN=C(Me)NiPr) (2), has been prepared by oxidation of organoruthenium amidinate, (η5-C5Me5)Ru(η-iPrN=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.

AB - A novel organoruthenium(iii) amidinate, (η5-C5Me5)RuCl(η-iPrN=C(Me)NiPr) (2), has been prepared by oxidation of organoruthenium amidinate, (η5-C5Me5)Ru(η-iPrN=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.

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