메뉴 건너뛰기




Volumn 37, Issue 44, 1996, Pages 7947-7950

Transition metal complexes in organic synthesis. Part 33. Molybdenum-mediated total synthesis of girinimbine, murrayacine, and dihydroxygirinimbine

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; CARBAZOLE DERIVATIVE; DIHYDROXYGIRINIMBINE; GIRINIMBINE; MURRAYACINE; UNCLASSIFIED DRUG;

EID: 0030605104     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01830-8     Document Type: Article
Times cited : (46)

References (37)
  • 2
    • 0017378646 scopus 로고
    • (Eds.: W. Herz, H. Grisebach, G. W. Kirby), Springer, Wien
    • 2. D. P. Chakraborty in Prog. Chem. Org. Nat. Prod., Vol. 34 (Eds.: W. Herz, H. Grisebach, G. W. Kirby), Springer, Wien, 1977, p. 299; D. P. Chakraborty, S. Roy in Prog. Chem. Org. Nat. Prod., Vol. 57 (Eds.: W. Herz, H. Grisebach, G. W. Kirby, C. Tamm), Springer, Wien, 1991, p. 71; D. P. Chakraborty in The Alkaloids, Vol. 44 (Ed.: A. Brossi), Academic Press, New York, 1993, p. 257.
    • (1977) Prog. Chem. Org. Nat. Prod. , vol.34 , pp. 299
    • Chakraborty, D.P.1
  • 3
    • 0025999191 scopus 로고
    • (Eds.: W. Herz, H. Grisebach, G. W. Kirby, C. Tamm), Springer, Wien
    • 2. D. P. Chakraborty in Prog. Chem. Org. Nat. Prod., Vol. 34 (Eds.: W. Herz, H. Grisebach, G. W. Kirby), Springer, Wien, 1977, p. 299; D. P. Chakraborty, S. Roy in Prog. Chem. Org. Nat. Prod., Vol. 57 (Eds.: W. Herz, H. Grisebach, G. W. Kirby, C. Tamm), Springer, Wien, 1991, p. 71; D. P. Chakraborty in The Alkaloids, Vol. 44 (Ed.: A. Brossi), Academic Press, New York, 1993, p. 257.
    • (1991) Prog. Chem. Org. Nat. Prod. , vol.57 , pp. 71
    • Chakraborty, D.P.1    Roy, S.2
  • 4
    • 77957036993 scopus 로고
    • (Ed.: A. Brossi), Academic Press, New York
    • 2. D. P. Chakraborty in Prog. Chem. Org. Nat. Prod., Vol. 34 (Eds.: W. Herz, H. Grisebach, G. W. Kirby), Springer, Wien, 1977, p. 299; D. P. Chakraborty, S. Roy in Prog. Chem. Org. Nat. Prod., Vol. 57 (Eds.: W. Herz, H. Grisebach, G. W. Kirby, C. Tamm), Springer, Wien, 1991, p. 71; D. P. Chakraborty in The Alkaloids, Vol. 44 (Ed.: A. Brossi), Academic Press, New York, 1993, p. 257.
    • (1993) The Alkaloids , vol.44 , pp. 257
    • Chakraborty, D.P.1
  • 5
    • 0001618706 scopus 로고
    • 3. U. Pindur, Chimia 1990, 44, 406; J. Bergman, B. Pelcman, Pure Appl. Chem. 1990, 62, 1967; C. J. Moody, Synlett 1994, 681; H.-J. Knölker in Advances in Nitrogen Heterocycles, Vol. 1 (Ed.: C. J. Moody), JAI Press, Greenwich (CT), 1995, p. 173.
    • (1990) Chimia , vol.44 , pp. 406
    • Pindur, U.1
  • 6
    • 0001245957 scopus 로고
    • 3. U. Pindur, Chimia 1990, 44, 406; J. Bergman, B. Pelcman, Pure Appl. Chem. 1990, 62, 1967; C. J. Moody, Synlett 1994, 681; H.-J. Knölker in Advances in Nitrogen Heterocycles, Vol. 1 (Ed.: C. J. Moody), JAI Press, Greenwich (CT), 1995, p. 173.
    • (1990) Pure Appl. Chem. , vol.62 , pp. 1967
    • Bergman, J.1    Pelcman, B.2
  • 7
    • 0002551272 scopus 로고
    • 3. U. Pindur, Chimia 1990, 44, 406; J. Bergman, B. Pelcman, Pure Appl. Chem. 1990, 62, 1967; C. J. Moody, Synlett 1994, 681; H.-J. Knölker in Advances in Nitrogen Heterocycles, Vol. 1 (Ed.: C. J. Moody), JAI Press, Greenwich (CT), 1995, p. 173.
    • (1994) Synlett , pp. 681
    • Moody, C.J.1
  • 8
    • 0000751541 scopus 로고
    • (Ed.: C. J. Moody), JAI Press, Greenwich (CT)
    • 3. U. Pindur, Chimia 1990, 44, 406; J. Bergman, B. Pelcman, Pure Appl. Chem. 1990, 62, 1967; C. J. Moody, Synlett 1994, 681; H.-J. Knölker in Advances in Nitrogen Heterocycles, Vol. 1 (Ed.: C. J. Moody), JAI Press, Greenwich (CT), 1995, p. 173.
    • (1995) Advances in Nitrogen Heterocycles , vol.1 , pp. 173
    • Knölker, H.-J.1
  • 9
    • 0001764592 scopus 로고
    • (Eds.: K. H. Dötz, R. W. Hoffmann), Vieweg, Braunschweig
    • 4. H.-J. Knölker in Organic Synthesis via Organometallics (Eds.: K. H. Dötz, R. W. Hoffmann), Vieweg, Braunschweig, 1991, p. 119; H.-J. Knölker, Synlett 1992, 371.
    • (1991) Organic Synthesis Via Organometallics , pp. 119
    • Knölker, H.-J.1
  • 10
    • 0002759261 scopus 로고
    • 4. H.-J. Knölker in Organic Synthesis via Organometallics (Eds.: K. H. Dötz, R. W. Hoffmann), Vieweg, Braunschweig, 1991, p. 119; H.-J. Knölker, Synlett 1992, 371.
    • (1992) Synlett , pp. 371
    • Knölker, H.-J.1
  • 11
    • 0027494168 scopus 로고
    • 5. H.-J. Knölker, M. Bauermeister, Helv. Chim. Acta 1993, 76, 2500; H.-J. Knölker, M. Bauermeister, Tetrahedron 1993, 49, 11221; H.-J. Knölker, M. Bauermeister, J.-B. Pannek, M. Wolpert, Synthesis 1995, 397; H.-J. Knölker, G. Baum, J.-B. Pannek, Tetrahedron 1996, 52, 7345.
    • (1993) Helv. Chim. Acta , vol.76 , pp. 2500
    • Knölker, H.-J.1    Bauermeister, M.2
  • 12
    • 0027422289 scopus 로고
    • 5. H.-J. Knölker, M. Bauermeister, Helv. Chim. Acta 1993, 76, 2500; H.-J. Knölker, M. Bauermeister, Tetrahedron 1993, 49, 11221; H.-J. Knölker, M. Bauermeister, J.-B. Pannek, M. Wolpert, Synthesis 1995, 397; H.-J. Knölker, G. Baum, J.-B. Pannek, Tetrahedron 1996, 52, 7345.
    • (1993) Tetrahedron , vol.49 , pp. 11221
    • Knölker, H.-J.1    Bauermeister, M.2
  • 13
    • 0028934198 scopus 로고
    • 5. H.-J. Knölker, M. Bauermeister, Helv. Chim. Acta 1993, 76, 2500; H.-J. Knölker, M. Bauermeister, Tetrahedron 1993, 49, 11221; H.-J. Knölker, M. Bauermeister, J.-B. Pannek, M. Wolpert, Synthesis 1995, 397; H.-J. Knölker, G. Baum, J.-B. Pannek, Tetrahedron 1996, 52, 7345.
    • (1995) Synthesis , pp. 397
    • Knölker, H.-J.1    Bauermeister, M.2    Pannek, J.-B.3    Wolpert, M.4
  • 14
    • 0041994634 scopus 로고    scopus 로고
    • 5. H.-J. Knölker, M. Bauermeister, Helv. Chim. Acta 1993, 76, 2500; H.-J. Knölker, M. Bauermeister, Tetrahedron 1993, 49, 11221; H.-J. Knölker, M. Bauermeister, J.-B. Pannek, M. Wolpert, Synthesis 1995, 397; H.-J. Knölker, G. Baum, J.-B. Pannek, Tetrahedron 1996, 52, 7345.
    • (1996) Tetrahedron , vol.52 , pp. 7345
    • Knölker, H.-J.1    Baum, G.2    Pannek, J.-B.3
  • 17
    • 0011989496 scopus 로고
    • 8. D. P. Chakraborty, B. K. Barman, P. K. Bose, Science and Culture 1964, 30, 445; N. L. Dutta, C. Quasim, Indian J. Chem. 1969, 7, 307; B. S. Joshi, V. N. Kamat, D. H. Gawad, Tetrahedron 1970, 26, 1475; recent synthesis: D. P. Chakraborty, S. Roy, A. K. Dutta, J. Indian. Chem. Soc. 1987, 64, 215.
    • (1964) Science and Culture , vol.30 , pp. 445
    • Chakraborty, D.P.1    Barman, B.K.2    Bose, P.K.3
  • 18
    • 0000201234 scopus 로고
    • 8. D. P. Chakraborty, B. K. Barman, P. K. Bose, Science and Culture 1964, 30, 445; N. L. Dutta, C. Quasim, Indian J. Chem. 1969, 7, 307; B. S. Joshi, V. N. Kamat, D. H. Gawad, Tetrahedron 1970, 26, 1475; recent synthesis: D. P. Chakraborty, S. Roy, A. K. Dutta, J. Indian. Chem. Soc. 1987, 64, 215.
    • (1969) Indian J. Chem. , vol.7 , pp. 307
    • Dutta, N.L.1    Quasim, C.2
  • 19
    • 0014755765 scopus 로고
    • 8. D. P. Chakraborty, B. K. Barman, P. K. Bose, Science and Culture 1964, 30, 445; N. L. Dutta, C. Quasim, Indian J. Chem. 1969, 7, 307; B. S. Joshi, V. N. Kamat, D. H. Gawad, Tetrahedron 1970, 26, 1475; recent synthesis: D. P. Chakraborty, S. Roy, A. K. Dutta, J. Indian. Chem. Soc. 1987, 64, 215.
    • (1970) Tetrahedron , vol.26 , pp. 1475
    • Joshi, B.S.1    Kamat, V.N.2    Gawad, D.H.3
  • 20
    • 0023595301 scopus 로고
    • 8. D. P. Chakraborty, B. K. Barman, P. K. Bose, Science and Culture 1964, 30, 445; N. L. Dutta, C. Quasim, Indian J. Chem. 1969, 7, 307; B. S. Joshi, V. N. Kamat, D. H. Gawad, Tetrahedron 1970, 26, 1475; recent synthesis: D. P. Chakraborty, S. Roy, A. K. Dutta, J. Indian. Chem. Soc. 1987, 64, 215.
    • (1987) J. Indian. Chem. Soc. , vol.64 , pp. 215
    • Chakraborty, D.P.1    Roy, S.2    Dutta, A.K.3
  • 26
    • 0001325321 scopus 로고
    • 13. A. J. Pearson, Md. N. I. Khan, J. Am. Chem. Soc. 1984, 106, 1872; A. J. Pearson, Md. N. I. Khan, Tetrahedron Lett. 1984, 25, 3507; A. J. Pearson, Md. N. I. Khan, J. C. Clardy, H. Cun-heng, J. Am. Chem. Soc. 1985, 107, 2748.
    • (1984) J. Am. Chem. Soc. , vol.106 , pp. 1872
    • Pearson, A.J.1    Khan, Md.N.I.2
  • 27
    • 0001106384 scopus 로고
    • 13. A. J. Pearson, Md. N. I. Khan, J. Am. Chem. Soc. 1984, 106, 1872; A. J. Pearson, Md. N. I. Khan, Tetrahedron Lett. 1984, 25, 3507; A. J. Pearson, Md. N. I. Khan, J. C. Clardy, H. Cun-heng, J. Am. Chem. Soc. 1985, 107, 2748.
    • (1984) Tetrahedron Lett. , vol.25 , pp. 3507
    • Pearson, A.J.1    Khan, Md.N.I.2
  • 28
    • 33845378387 scopus 로고
    • 13. A. J. Pearson, Md. N. I. Khan, J. Am. Chem. Soc. 1984, 106, 1872; A. J. Pearson, Md. N. I. Khan, Tetrahedron Lett. 1984, 25, 3507; A. J. Pearson, Md. N. I. Khan, J. C. Clardy, H. Cun-heng, J. Am. Chem. Soc. 1985, 107, 2748.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 2748
    • Pearson, A.J.1    Khan, Md.N.I.2    Clardy, J.C.3    Cun-heng, H.4
  • 29
    • 84918165145 scopus 로고
    • 14. F. Ullmann, R. Fitzenkam, Ber. Dtsch. Chem. Ges. 1905, 38, 3787; M. J. Astle, W. P. Cropper, J. Am. Chem. Soc. 1943, 65, 2398; T. Cohen, A. G. Dietz, J. R. Miser, J. Org. Chem. 1977, 42, 2053.
    • (1905) Ber. Dtsch. Chem. Ges. , vol.38 , pp. 3787
    • Ullmann, F.1    Fitzenkam, R.2
  • 30
    • 0001298735 scopus 로고
    • 14. F. Ullmann, R. Fitzenkam, Ber. Dtsch. Chem. Ges. 1905, 38, 3787; M. J. Astle, W. P. Cropper, J. Am. Chem. Soc. 1943, 65, 2398; T. Cohen, A. G. Dietz, J. R. Miser, J. Org. Chem. 1977, 42, 2053.
    • (1943) J. Am. Chem. Soc. , vol.65 , pp. 2398
    • Astle, M.J.1    Cropper, W.P.2
  • 31
    • 0000398062 scopus 로고
    • 14. F. Ullmann, R. Fitzenkam, Ber. Dtsch. Chem. Ges. 1905, 38, 3787; M. J. Astle, W. P. Cropper, J. Am. Chem. Soc. 1943, 65, 2398; T. Cohen, A. G. Dietz, J. R. Miser, J. Org. Chem. 1977, 42, 2053.
    • (1977) J. Org. Chem. , vol.42 , pp. 2053
    • Cohen, T.1    Dietz, A.G.2    Miser, J.R.3
  • 32
    • 0000112726 scopus 로고
    • 15. G. F. Hennion, A. P. Boiselle, J. Org. Chem. 1961, 26, 725; H. Mayr, I. K. Halberstadt-Kausch, Chem. Ber. 1982, 115, 3479.
    • (1961) J. Org. Chem. , vol.26 , pp. 725
    • Hennion, G.F.1    Boiselle, A.P.2
  • 35
    • 85030282635 scopus 로고    scopus 로고
    • note
    • 3), 31.36 (CH), 55.41 (CH), 56.09 (CH), 58.22 (CH), 74.54 (C), 92.20 (Cp), 108.21 (C), 115.11 (C), 117.44 (CH), 123.52 (C), 128.75 (CH), 129.10 (CH), 136.77 (C), 149.52 (C), 235.28 (CO), 236.87 (CO).
  • 36
    • 0011954248 scopus 로고
    • Manganese dioxide (precipitated active) from Merck-Schuchardt (art. 805958) was further activated by azeotropic removal of water, according to
    • 18. Manganese dioxide (precipitated active) from Merck-Schuchardt (art. 805958) was further activated by azeotropic removal of water, according to: A. J. Pearson, C. W. Ong, J. Org. Chem. 1982,47, 3780.
    • (1982) J. Org. Chem. , vol.47 , pp. 3780
    • Pearson, A.J.1    Ong, C.W.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.