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Volumn 4, Issue 2, 2002, Pages 253-256

Studies aimed at the total synthesis of the antitumor antibiotic cochleamycin A. An enantioselective biosynthesis-based pathway to the AB bicyclic core

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC ANTIBIOTIC; ASCORBIC ACID; COCHLEAMYCIN A; CYCLOPENTANE DERIVATIVE; LACTONE; MALIC ACID; MALIC ACID DERIVATIVE; POLYENE;

EID: 0037165328     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0102592     Document Type: Article
Times cited : (36)

References (58)
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    • A group headed by Tadano has recently disclosed their preliminary studies toward the synthesis of the macquarimicins: Munakata, R.; Ueki, T.; Katakai, H.; Takao, K.; Tadano, K. Org. Lett. 2001, 3, 3029.
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    • Munakata, R.1    Ueki, T.2    Katakai, H.3    Takao, K.4    Tadano, K.5
  • 10
    • 0035874596 scopus 로고    scopus 로고
    • For recent examples of intramolecular Diels-Alder reactions involving (E,Z,E)-trienes, see: (a) Back, T. G.; Nava-Salgado, V. O.; Payne, J. E. J. Org. Chem. 2001, 66, 4361. (b) Back, T. G.; Payne, J. E. Org. Lett. 1999, 1, 663. (c) Diedrich, M. K.; Klärner, F.-G. J. Am. Chem. Soc. 1998, 120, 6212. (d) Review: Roush, W. R. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Paquette, L. A., Eds.; Pergamon Press: Oxford, 1991; Vol. 5, pp 513-550.
    • (2001) J. Org. Chem. , vol.66 , pp. 4361
    • Back, T.G.1    Nava-Salgado, V.O.2    Payne, J.E.3
  • 11
    • 0033606860 scopus 로고    scopus 로고
    • For recent examples of intramolecular Diels-Alder reactions involving (E,Z,E)-trienes, see: (a) Back, T. G.; Nava-Salgado, V. O.; Payne, J. E. J. Org. Chem. 2001, 66, 4361. (b) Back, T. G.; Payne, J. E. Org. Lett. 1999, 1, 663. (c) Diedrich, M. K.; Klärner, F.-G. J. Am. Chem. Soc. 1998, 120, 6212. (d) Review: Roush, W. R. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Paquette, L. A., Eds.; Pergamon Press: Oxford, 1991; Vol. 5, pp 513-550.
    • (1999) Org. Lett. , vol.1 , pp. 663
    • Back, T.G.1    Payne, J.E.2
  • 12
    • 2642709187 scopus 로고    scopus 로고
    • For recent examples of intramolecular Diels-Alder reactions involving (E,Z,E)-trienes, see: (a) Back, T. G.; Nava-Salgado, V. O.; Payne, J. E. J. Org. Chem. 2001, 66, 4361. (b) Back, T. G.; Payne, J. E. Org. Lett. 1999, 1, 663. (c) Diedrich, M. K.; Klärner, F.-G. J. Am. Chem. Soc. 1998, 120, 6212. (d) Review: Roush, W. R. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Paquette, L. A., Eds.; Pergamon Press: Oxford, 1991; Vol. 5, pp 513-550.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 6212
    • Diedrich, M.K.1    Klärner, F.-G.2
  • 13
    • 0000048482 scopus 로고
    • Trost, B. M., Fleming, I., Paquette, L. A., Eds.; Pergamon Press: Oxford
    • For recent examples of intramolecular Diels-Alder reactions involving (E,Z,E)-trienes, see: (a) Back, T. G.; Nava-Salgado, V. O.; Payne, J. E. J. Org. Chem. 2001, 66, 4361. (b) Back, T. G.; Payne, J. E. Org. Lett. 1999, 1, 663. (c) Diedrich, M. K.; Klärner, F.-G. J. Am. Chem. Soc. 1998, 120, 6212. (d) Review: Roush, W. R. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Paquette, L. A., Eds.; Pergamon Press: Oxford, 1991; Vol. 5, pp 513-550.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 513-550
    • Roush, W.R.1
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    • note
    • While this cycloadduct could not be readily separated from minor nonisomeric impurities, it could be readily characterized as 26 on the basis of confirmatory 1D and 2D NMR measurements. Alternate means for producing 26 are currently under investigation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.