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Volumn 9, Issue 21, 2007, Pages 4331-4334

Palladium-catalyzed oxidative amination of alkenes: Improved catalyst reoxidation enables the use of alkene as the limiting reagent

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; PALLADIUM;

EID: 35548990249     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol701903r     Document Type: Article
Times cited : (71)

References (46)
  • 1
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    • For reviews, see: a
    • For reviews, see: (a) Müller, T. E.; Beller, M. Chem. Rev. 1998, 98, 675-703.
    • (1998) Chem. Rev , vol.98 , pp. 675-703
    • Müller, T.E.1    Beller, M.2
  • 2
    • 0003088944 scopus 로고    scopus 로고
    • Togni, A, Grützmacher, H, Eds, Wiley-VHC: New York, New York
    • (b) Brunet, J. J.; Neibecker, D. Catalytic Heterofunctionalization; Togni, A., Grützmacher, H., Eds.; Wiley-VHC: New York, New York, 2001; pp 91-141.
    • (2001) Catalytic Heterofunctionalization , pp. 91-141
    • Brunet, J.J.1    Neibecker, D.2
  • 11
    • 0141954256 scopus 로고    scopus 로고
    • For recent methods compatible with the use of unactivated alkyl olefins as substrates, see: a
    • For recent methods compatible with the use of unactivated alkyl olefins as substrates, see: (a) Ryu, J.-S.; Li, G. Y.; Marks, T. J. J. Am. Chem. Soc. 2003, 125, 12584-12605.
    • (2003) J. Am. Chem. Soc , vol.125 , pp. 12584-12605
    • Ryu, J.-S.1    Li, G.Y.2    Marks, T.J.3
  • 18
    • 0037782375 scopus 로고    scopus 로고
    • For examples of metal-catalyzed alkene-amination methods that employ alkene as the limiting reagent, see: (a) Södergren, M. J, Alonso, D. A, Bedekar, A. V, Andersson, P. G. Tetrahedron Lett. 1997, 38, 6897-6900
    • For examples of metal-catalyzed alkene-amination methods that employ alkene as the limiting reagent, see: (a) Södergren, M. J.; Alonso, D. A.; Bedekar, A. V.; Andersson, P. G. Tetrahedron Lett. 1997, 38, 6897-6900.
  • 33
    • 29644445603 scopus 로고    scopus 로고
    • Enamides are common susbstrates for asymmetric hydrogenation. Zhang and co-workers recently demonstrated that N-phthaloyl enimides undergo enantioselective hydrogenation with enantioselectivities comparable to those of traditional N-acetyl enamides: Yang, Q.; Gao, W.; Deng, J.; Zhang, X. Tetrahedron Lett. 2006, 47, 821-823.
    • Enamides are common susbstrates for asymmetric hydrogenation. Zhang and co-workers recently demonstrated that N-phthaloyl enimides undergo enantioselective hydrogenation with enantioselectivities comparable to those of traditional N-acetyl enamides: Yang, Q.; Gao, W.; Deng, J.; Zhang, X. Tetrahedron Lett. 2006, 47, 821-823.
  • 40
    • 35549008183 scopus 로고    scopus 로고
    • Intramolecular Pd-catalyzed oxidative animation reactions often benefit from the use of ligands for the Pd catalyst e.g, pyridine and N-heterocyclic carbenes, Our previous studies, however, have shown that such ligands inhibit intermolecular oxidative animation reactions.6b
    • 6b
  • 41
    • 35548957926 scopus 로고    scopus 로고
    • Caution should be taken when working with high pressures of O2 in organic solvents, particularly on a large scale. We have demonstrated that identical results are obtained when the reactions are performed with a 4% O 2/N2 mixture if the partial pressure of oxygen remains constant
    • 2 mixture if the partial pressure of oxygen remains constant.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.