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Volumn , Issue 3, 2005, Pages 433-436

Synthesis of functionalized cyclopentane for pactamycin, a potent antitumor antibiotic

Author keywords

Antibiotics; Natural products; Overman rearrangement; Pactamycin; Pauson Khand reaction

Indexed keywords

ACETONYLACETONE; ANTINEOPLASTIC ANTIBIOTIC; CYCLOPENTANE; GLUCOSE; PACTAMYCIN;

EID: 14644394882     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-837223     Document Type: Article
Times cited : (43)

References (29)
  • 10
    • 0000134751 scopus 로고
    • For reviews of Pauson-Khand reaction, see: (a) Pauson, P. L. Tetrahedron 1985, 41, 5855.
    • (1985) Tetrahedron , vol.41 , pp. 5855
    • Pauson, P.L.1
  • 12
    • 0001741549 scopus 로고
    • For reviews of the Overman rearrangement, see: (a) Overman, L. E. Acc. Chem. Res. 1980, 13, 218.
    • (1980) Acc. Chem. Res. , vol.13 , pp. 218
    • Overman, L.E.1
  • 13
    • 0003085313 scopus 로고    scopus 로고
    • Stereo selective synthesis
    • Helmchen, G.; Hoffmann, R. W.; Mulzer, J.; Schaumann, E., Eds.; Thieme: Stuttgart
    • (b) Ritter, K. Stereo selective Synthesis, In Houben-Weyl, Vol. E21; Helmchen, G.; Hoffmann, R. W.; Mulzer, J.; Schaumann, E., Eds.; Thieme: Stuttgart, 1996, 5677.
    • (1996) Houben-Weyl , vol.E21 , pp. 5677
    • Ritter, K.1
  • 16
    • 0027997412 scopus 로고
    • We have synthesized 6 according to the procedure described by Tadano and co-workers except for oxidation of diacetone-D-glucose(7); TPAP was employed instead of PCC because of environmental consideration. See: Ley, S. V.; Norman, J.; Griffith, W. P.; Marsden, S. P. Synthesis 1994, 639.
    • (1994) Synthesis , pp. 639
    • Ley, S.V.1    Norman, J.2    Griffith, W.P.3    Marsden, S.P.4
  • 18
    • 14644445415 scopus 로고    scopus 로고
    • note
    • 3: C, 44.62; H, 5.15; N, 3.25. Found: C, 44.63; H, 5.12; N, 3.23.
  • 22
    • 14644410632 scopus 로고    scopus 로고
    • note
    • All attempts to synthesize the desired diastereomer 10 failed.
  • 26
    • 14644443777 scopus 로고    scopus 로고
    • note
    • 4Si: C, 64.31; H, 7.29; N, 3.75. Found; C, 64.28; H, 7.13; N, 3.71.
  • 28
    • 14644416760 scopus 로고    scopus 로고
    • note
    • 7Si [M + H]: 486.1948; found: 486.1930.
  • 29
    • 14644426776 scopus 로고    scopus 로고
    • note
    • Another fraction contained an inseparable mixture of two minor products, whose structures have not been elucidated.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.