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Volumn 7, Issue 3, 2005, Pages 379-382

Ring-closing metathesis approach to dictyostatin

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; ANTINEOPLASTIC AGENT; DICTYOSTATIN; DISCODERMOLIDE; UNCLASSIFIED DRUG;

EID: 13844272597     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0478279     Document Type: Article
Times cited : (42)

References (35)
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    • Pettit, G.R.1    Cichacz, Z.A.2
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    • Dictyostatin analogues and fragment synthesis: (a) Shin, Y.; Choy, N.; Balachandran, R.; Madiraju, C.; Day, B. W.; Curran, D. P.; Turner, T. R. Org. Lett. 2002, 4, 4443-4446. (b) O'Neil, G. W.; Phillips, A. J. Tetrahedron Lett. 2004, 45, 4253-4256.
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    • Doherty, A. M., Ed.; Academic Press: San Diego, CA
    • (a) Myles, D. C. In Annual Reports In Medicinal Chem; Doherty, A. M., Ed.; Academic Press: San Diego, CA, 2002; Vol. 37, 125-132.
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    • Myles, D.C.1
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    • Ph.D. Thesis, University of Pittsburgh
    • Shin, Y. Ph.D. Thesis, University of Pittsburgh, 2005.
    • (2005)
    • Shin, Y.1
  • 20
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    • Wiley-VCH: Weinheim
    • (b) Handbook of Metathesis; Han, S.-Y., Chang, S., Grubbs, R. H., Ed.; Wiley-VCH: Weinheim, 2003; Vol. 1, pp 5-119 (see especially sections 2.2.2.2, 2.2.6.2 and 2.2.7.1-2.2.7.3 for syntheses of medium and large rings).
    • (2003) Handbook of Metathesis , vol.1 , pp. 5-119
    • Han, S.-Y.1    Chang, S.2    Grubbs, R.H.3
  • 21
    • 0037134804 scopus 로고    scopus 로고
    • Variable stereoselectivities have been observed in medium ring formation. See, for example: (a) Fürstner, A.; Radkowski, K.; Wirtz, C.; Goddard, R.; Lehmann, C. W.; Mynott, R. J. Am. Chem. Soc. 2002, 124, 7061-7069. (b) Liu, D.; Kozmin, S. A. Org. Lett. 2002, 4, 3005-3007. (c) Murga, J.; Falomir, E.; Garcia-Fortanet, J.; Carda, M.; Marco, J. A. Org. Lett. 2002, 4, 3447-3449. (d) Fink, B. E.; Kym, P. R.; Katzenellenbogen, J. A. J. Am. Chem. Soc. 1998, 120, 4334-4344.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 7061-7069
    • Fürstner, A.1    Radkowski, K.2    Wirtz, C.3    Goddard, R.4    Lehmann, C.W.5    Mynott, R.6
  • 22
    • 0000328257 scopus 로고    scopus 로고
    • Variable stereoselectivities have been observed in medium ring formation. See, for example: (a) Fürstner, A.; Radkowski, K.; Wirtz, C.; Goddard, R.; Lehmann, C. W.; Mynott, R. J. Am. Chem. Soc. 2002, 124, 7061-7069. (b) Liu, D.; Kozmin, S. A. Org. Lett. 2002, 4, 3005-3007. (c) Murga, J.; Falomir, E.; Garcia-Fortanet, J.; Carda, M.; Marco, J. A. Org. Lett. 2002, 4, 3447-3449. (d) Fink, B. E.; Kym, P. R.; Katzenellenbogen, J. A. J. Am. Chem. Soc. 1998, 120, 4334-4344.
    • (2002) Org. Lett. , vol.4 , pp. 3005-3007
    • Liu, D.1    Kozmin, S.A.2
  • 23
    • 0037015429 scopus 로고    scopus 로고
    • Variable stereoselectivities have been observed in medium ring formation. See, for example: (a) Fürstner, A.; Radkowski, K.; Wirtz, C.; Goddard, R.; Lehmann, C. W.; Mynott, R. J. Am. Chem. Soc. 2002, 124, 7061-7069. (b) Liu, D.; Kozmin, S. A. Org. Lett. 2002, 4, 3005-3007. (c) Murga, J.; Falomir, E.; Garcia-Fortanet, J.; Carda, M.; Marco, J. A. Org. Lett. 2002, 4, 3447-3449. (d) Fink, B. E.; Kym, P. R.; Katzenellenbogen, J. A. J. Am. Chem. Soc. 1998, 120, 4334-4344.
    • Org. Lett. , vol.2002 , Issue.4 , pp. 3447-3449
    • Murga, J.1    Falomir, E.2    Garcia-Fortanet, J.3    Carda, M.4    Marco, J.A.5
  • 24
    • 0032513726 scopus 로고    scopus 로고
    • Variable stereoselectivities have been observed in medium ring formation. See, for example: (a) Fürstner, A.; Radkowski, K.; Wirtz, C.; Goddard, R.; Lehmann, C. W.; Mynott, R. J. Am. Chem. Soc. 2002, 124, 7061-7069. (b) Liu, D.; Kozmin, S. A. Org. Lett. 2002, 4, 3005-3007. (c) Murga, J.; Falomir, E.; Garcia-Fortanet, J.; Carda, M.; Marco, J. A. Org. Lett. 2002, 4, 3447-3449. (d) Fink, B. E.; Kym, P. R.; Katzenellenbogen, J. A. J. Am. Chem. Soc. 1998, 120, 4334-4344.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 4334-4344
    • Fink, B.E.1    Kym, P.R.2    Katzenellenbogen, J.A.3
  • 30
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    • The phosphonate was prepared from the lactone shown below (Day, B. W.; Kangani, C. O.; Avor, K. S. Tetrahedron: Asymmetry 2002, 13, 1161-1165) as follows. See the Supporting Information for details.
    • (2002) Tetrahedron: Asymmetry , vol.13 , pp. 1161-1165
    • Day, B.W.1    Kangani, C.O.2    Avor, K.S.3


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