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Volumn 129, Issue 38, 2007, Pages 11688-11689

Catalytic asymmetric diamination of conjugated dienes and triene

Author keywords

[No Author keywords available]

Indexed keywords

ALKADIENE; ALKENE DERIVATIVE; DIAMINE DERIVATIVE;

EID: 34748841069     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja074698t     Document Type: Article
Times cited : (203)

References (43)
  • 4
    • 33847087811 scopus 로고    scopus 로고
    • For examples of metal-mediated diaminations, see: Co: (a) Becker, P. N, White, M. A, Bergman, R. G. J. Am. Chem. Soc. 1980, 102, 5676
    • For examples of metal-mediated diaminations, see: Co: (a) Becker, P. N.; White, M. A.; Bergman, R. G. J. Am. Chem. Soc. 1980, 102, 5676.
  • 11
    • 23844527400 scopus 로고    scopus 로고
    • For a recent Cu(II)-mediated intramolecular diamination, see: (a) Zabawa, T. P.; Kasi, D.; Chemler, S. R. J. Am. Chem. Soc. 2005, 127, 11250.
    • For a recent Cu(II)-mediated intramolecular diamination, see: (a) Zabawa, T. P.; Kasi, D.; Chemler, S. R. J. Am. Chem. Soc. 2005, 127, 11250.
  • 13
    • 0035915127 scopus 로고    scopus 로고
    • 2, see: (a) Li, G.; Wei, H.-X.; Kim, S. H.; Carducci, M. D. Angew. Chem., Int. Ed. 2001, 40, 4277.
    • 2, see: (a) Li, G.; Wei, H.-X.; Kim, S. H.; Carducci, M. D. Angew. Chem., Int. Ed. 2001, 40, 4277.
  • 15
    • 19744362485 scopus 로고    scopus 로고
    • For a recent Pd(II)-catalyzed intermolecular diamination of conjugated dienes, see: Bar, G. L. J.; Lloyd-Jones, G. C.; Booker-Milburn, K. I. J. Am. Chem. Soc. 2005, 127, 7308.
    • For a recent Pd(II)-catalyzed intermolecular diamination of conjugated dienes, see: Bar, G. L. J.; Lloyd-Jones, G. C.; Booker-Milburn, K. I. J. Am. Chem. Soc. 2005, 127, 7308.
  • 16
    • 27144440348 scopus 로고    scopus 로고
    • For a recent Pd(II)-catalyzed intramolecular diamination of terminal olefins, see: Streuff, J.; Hövelmann, C. H.; Nieger, M.; Muñiz, K. J. Am, Chem. Soc. 2005, 127, 14586.
    • For a recent Pd(II)-catalyzed intramolecular diamination of terminal olefins, see: Streuff, J.; Hövelmann, C. H.; Nieger, M.; Muñiz, K. J. Am, Chem. Soc. 2005, 127, 14586.
  • 24
    • 33947291947 scopus 로고    scopus 로고
    • For leading references on L1-L3, see: (a) Morrison, J. D.; Burnett, R. E.; Aguiar, A. M,; Morrow, C. J.; Phillips, C. J. Am. Chem. Soc. 1971, 93, 1301.
    • For leading references on L1-L3, see: (a) Morrison, J. D.; Burnett, R. E.; Aguiar, A. M,; Morrow, C. J.; Phillips, C. J. Am. Chem. Soc. 1971, 93, 1301.
  • 28
    • 0030477791 scopus 로고    scopus 로고
    • For leading references on L4-L6, see: (a) de Vries, A. H. M.; Meetsma, A.; Feringa, B. L. Angew. Chem., Int. Ed. Engl. 1996, 35, 2374.
    • For leading references on L4-L6, see: (a) de Vries, A. H. M.; Meetsma, A.; Feringa, B. L. Angew. Chem., Int. Ed. Engl. 1996, 35, 2374.
  • 31
    • 34748906059 scopus 로고    scopus 로고
    • A ratio of 1:2.2 for Pd/L7 was found to be optimal for the conversion. Similar ee's with somewhat lower conversion were obtained in toluene.
    • A ratio of 1:2.2 for Pd/L7 was found to be optimal for the conversion. Similar ee's with somewhat lower conversion were obtained in toluene.
  • 32
    • 0032540965 scopus 로고    scopus 로고
    • For leading references on L8 and L9, see: (a) Keller, E.; Maurer, J.; Naasz, R.; Schader, T.: Meetsma, A.; Feringa, B. L. Tetrahedron: Asymmetry 1998, 9, 2409.
    • For leading references on L8 and L9, see: (a) Keller, E.; Maurer, J.; Naasz, R.; Schader, T.: Meetsma, A.; Feringa, B. L. Tetrahedron: Asymmetry 1998, 9, 2409.
  • 34
    • 34748884464 scopus 로고    scopus 로고
    • No diamination at allylic and homoallylic carbons was observed with alkyl-substituted dienes under the current reaction conditions
    • No diamination at allylic and homoallylic carbons was observed with alkyl-substituted dienes under the current reaction conditions.
  • 35
    • 34748831156 scopus 로고    scopus 로고
    • Styrene was not an effective substrate, and a small amount of diamination product at allylic and homoallylic carbons was formed with 1-hexene under the current reaction conditions
    • Styrene was not an effective substrate, and a small amount of diamination product at allylic and homoallylic carbons was formed with 1-hexene under the current reaction conditions.
  • 36
    • 33646438818 scopus 로고    scopus 로고
    • For a leading reference on biologically active cyclic ureas, see
    • For a leading reference on biologically active cyclic ureas, see: Kim, M.; Mulcahy, J. V.; Espino, C. G.; Du Bois, J. Org. Lett. 2006, 8, 1073.
    • (2006) Org. Lett , vol.8 , pp. 1073
    • Kim, M.1    Mulcahy, J.V.2    Espino, C.G.3    Du Bois, J.4
  • 43
    • 34748919579 scopus 로고    scopus 로고
    • The ee of 8 was determined after being converted into diamide; the ee's of 10 and 12 were determined after being converted into methyl esters.
    • The ee of 8 was determined after being converted into diamide; the ee's of 10 and 12 were determined after being converted into methyl esters.


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