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Volumn 9, Issue 26, 2007, Pages 5557-5560

ClickFerrophos: New chiral ferrocenyl phosphine ligands synthesized by click chemistry and the use of their metal complexes as catalysts for asymmetric hydrogenation and allylic substitution

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EID: 38349141018     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol702519f     Document Type: Article
Times cited : (92)

References (33)
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    • (b) Togni, A. New Chiral Ferrocenyl Ligands for Asymmetric Catalysis. In Metallocenes; Togni, A., Halterman, R. L., Eds.; Wiley-VCH: Weinheim, 1998; Vol. 2 pp 689-721.
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  • 10
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    • Examples of achiral ferrocenyl 1,2,3-triazoles: (a) Casas-Solvas, J. M.; Vergas-Berenguel, A.; Capitán-Valley, L. F.; Francisco, S.-G. Org. Lett. 2004, 6, 3687-3690.
    • Examples of achiral ferrocenyl 1,2,3-triazoles: (a) Casas-Solvas, J. M.; Vergas-Berenguel, A.; Capitán-Valley, L. F.; Francisco, S.-G. Org. Lett. 2004, 6, 3687-3690.
  • 12
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    • The ferrocenyl amine 1 can be prepared on a large scale (20g scale) by resolution of the racemate. Gokel, G. W.; Ugi, I. K. J. Am. Chem. Soc. 1972, 49, 294-296.
    • The ferrocenyl amine 1 can be prepared on a large scale (20g scale) by resolution of the racemate. Gokel, G. W.; Ugi, I. K. J. Am. Chem. Soc. 1972, 49, 294-296.
  • 17
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    • Asymmetric Hydrogenation
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    • For reviews of Rh-catalyzed asymmetric hydrogenation, see: (a) Ohkuma, T.; Kitamura. M.; Noyori, R. Asymmetric Hydrogenation. In Catalytic Asymmetric Synthesis, 2nd ed.; Ojima, I., Ed.; Wiley-VCH: New York, 2000;pp 1-110.
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    • Ohkuma, T.1    Kitamura, M.2    Noyori, R.3
  • 18
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    • Rhodium-Catalyzed Asymmetric Hydrogenation
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    • (b) Chi, Y.; Tang, W.; Zhang, X. Rhodium-Catalyzed Asymmetric Hydrogenation, In Modern Rhodium-Catalyzed Organic Reactions; Evans, P. A., Ed.; Wiley-VCH: Weinheim, 2005; pp 1-31.
    • (2005) Modern Rhodium-Catalyzed Organic Reactions , pp. 1-31
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  • 19
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    • The enantiomer of 5a was prepared from enantiomer of 1 by the same procedure as shown in Scheme 1.
    • The enantiomer of 5a was prepared from enantiomer of 1 by the same procedure as shown in Scheme 1.
  • 24
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    • Hydrogenation of Carbonyl Groups
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    • For reviews of Ru-catalyzed asymmetric hydrogenation, see: (a) Ohkuma, T.; Noyori, R. Hydrogenation of Carbonyl Groups. In Comprehensive Asymmetric Synthesis; Jacobsen, E. N., Pfalz, A., Yamamoto, H., Eds.; Springer: Berlin, 2000; Vol. 1, pp 199-246.
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    • Hydrogenation and Transfer Hydrogenation
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    • (b) Kitamura, M.; Noyori, R. Hydrogenation and Transfer Hydrogenation. In Rhuthenium in Organic Synthesis; Murahashi, S.-i., Ed.: Wiley-VCH: Weinheim, 2004; pp 3-52.
    • (2004) Rhuthenium in Organic Synthesis , pp. 3-52
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  • 26
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    • For reviews of asymmetric allylic substitution, see: a, Springer: Berlin
    • For reviews of asymmetric allylic substitution, see: (a) Pfalz, A.; Lautens, M. Allylic Substitution Reactions; Springer: Berlin, 2000.
    • (2000) Allylic Substitution Reactions
    • Pfalz, A.1    Lautens, M.2
  • 28
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    • The chiral pyrazole ferrocenylphosphine ligands, which are similar to 6 and 8, have been applied to the asymmetric allylic substitutions, (a) Togni, A.; Burckhart, Urs.; Gramlich, V.; Pregosin, P. S.; Salzmann, R. J. Am. Chem. Soc. 1996, 118, 1031-1047.
    • The chiral pyrazole ferrocenylphosphine ligands, which are similar to 6 and 8, have been applied to the asymmetric allylic substitutions, (a) Togni, A.; Burckhart, Urs.; Gramlich, V.; Pregosin, P. S.; Salzmann, R. J. Am. Chem. Soc. 1996, 118, 1031-1047.
  • 30
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    • For recent examples of efficient chiral ferrocenylphosphine ligands in asymmetric hydrogenations, see: a
    • For recent examples of efficient chiral ferrocenylphosphine ligands in asymmetric hydrogenations, see: (a) Boaz, N. W.; Mackenzie, E. B.; Debenham, S. D.; Large, S. E.; Ponasik, J.; James, A. J. Org. Chem. 2005, 70, 1872-1880.
    • (2005) J. Org. Chem , vol.70 , pp. 1872-1880
    • Boaz, N.W.1    Mackenzie, E.B.2    Debenham, S.D.3    Large, S.E.4    Ponasik, J.5    James, A.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.