메뉴 건너뛰기




Volumn 11, Issue 5, 2009, Pages 1107-1110

De novo asymmetric synthesis of cladospolide B-D: Structural reassignment of cladospolide D via the synthesis of its enantiomer

Author keywords

[No Author keywords available]

Indexed keywords

BIOLOGICAL PRODUCT; CLADOSPOLIDE B; CLADOSPOLIDE C; CLADOSPOLIDE D; MACROLIDE;

EID: 63849299994     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol9000119     Document Type: Article
Times cited : (52)

References (36)
  • 8
    • 3843132928 scopus 로고    scopus 로고
    • For the synthesis of cladospolide A, see: a
    • For the synthesis of cladospolide A, see: (a) Banwell, M. G.; Loong, D. T. J. Org. Biomol. Chem. 2004, 2, 2050.
    • (2004) Org. Biomol. Chem , vol.2 , pp. 2050
    • Banwell, M.G.1    Loong, D.T.J.2
  • 14
    • 84985232921 scopus 로고
    • For the synthesis of cladospolide B, see
    • (g) Mori, K.; Maemoto, S. Liebigs Ann. Chem. 1987, 863. For the synthesis of cladospolide B, see:
    • (1987) Liebigs Ann. Chem , pp. 863
    • Mori, K.1    Maemoto, S.2
  • 21
    • 56949104199 scopus 로고    scopus 로고
    • This assignment unfortunately must be considered erroneous, vide infra. As this manuscript was being completed, a report of a synthesis and stereochemical assignment for cladospolide D appeared, see
    • As this manuscript was being completed, a report of a synthesis and stereochemical assignment for cladospolide D appeared, see: Lu, K.-J.; Chen, C.-H.; Hou, D.-R. Tetrahedron 2009, 65, 225. This assignment unfortunately must be considered erroneous, vide infra.
    • (2009) Tetrahedron , vol.65 , pp. 225
    • Lu, K.-J.1    Chen, C.-H.2    Hou, D.-R.3
  • 24
    • 0028852540 scopus 로고    scopus 로고
    • The regioselectivity of the asymmetric dihydroxylation of dienoates has been studied by Sharpless and our group. See: (a) Berker, H, Soler, M. A, Sharpless, K. B. Tetrahedron 1995, 51, 1345
    • The regioselectivity of the asymmetric dihydroxylation of dienoates has been studied by Sharpless and our group. See: (a) Berker, H.; Soler, M. A.; Sharpless, K. B. Tetrahedron 1995, 51, 1345.
  • 35
    • 84869272611 scopus 로고    scopus 로고
    • 13C NMR spectral data, optical rotation, and mp match the reported data for cladospolide B and C, although it should be noted that Banwell reports the opposite value for cladospolide B. See Supporting Information section E.
    • 13C NMR spectral data, optical rotation, and mp match the reported data for cladospolide B and C, although it should be noted that Banwell reports the opposite value for cladospolide B. See Supporting Information section E.
  • 36
    • 64349111765 scopus 로고    scopus 로고
    • The enantiomer of structure 22 was incorrectly assigned as cladospolide D by Hou et al. See ref 4
    • The enantiomer of structure 22 was incorrectly assigned as cladospolide D by Hou et al. See ref 4.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.