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Volumn 42, Issue 11, 2003, Pages 1255-1258

A convergent total synthesis of phorboxazole A

Author keywords

Antifungal agents; Antitumor agents; Natural products; Olefination; Total synthesis

Indexed keywords

CHEMICAL BONDS; METABOLITES; MOLECULES;

EID: 0038401153     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200390321     Document Type: Article
Times cited : (69)

References (26)
  • 8
    • 0012781939 scopus 로고    scopus 로고
    • b) After the submission of this paper another total synthesis of phorboxazole A was completed. See the next paper in this issue: D. R. Williams, A. A. Kiryanov, U. Emde, M. P. Clark, M. A. Berliner, J. T. Reeves, Angew. Chem. 2003, 115, 1296-1300; Angew. Chem. Int. Ed. 2003, 42, 1258-1262.
    • (2003) Angew. Chem. , vol.115 , pp. 1296-1300
    • Williams, D.R.1    Kiryanov, A.A.2    Emde, U.3    Clark, M.P.4    Berliner, M.A.5    Reeves, J.T.6
  • 9
    • 0037451442 scopus 로고    scopus 로고
    • b) After the submission of this paper another total synthesis of phorboxazole A was completed. See the next paper in this issue: D. R. Williams, A. A. Kiryanov, U. Emde, M. P. Clark, M. A. Berliner, J. T. Reeves, Angew. Chem. 2003, 115, 1296-1300; Angew. Chem. Int. Ed. 2003, 42, 1258-1262.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 1258-1262
  • 16
    • 0037157810 scopus 로고    scopus 로고
    • Several other synthetic approaches to the phorboxazoles have been described by other research groups. For a full bibliography, see: P. B. Greer, W. A. Donaldson, Tetrahedron 2002, 58, 6009-6018.
    • (2002) Tetrahedron , vol.58 , pp. 6009-6018
    • Greer, P.B.1    Donaldson, W.A.2
  • 18
    • 0001624845 scopus 로고
    • The sulfone was prepared by using similar chemistry to that described earlier in reference [6]. For the use of benzothiazolyl sulfones in olefination reactions, see: a) J. B. Baudin, G. Hareau, S. A. Julia, O. Ruel, Bull. Soc. Chim. Fr. 1993, 130, 336-357; b) J. B. Baudin, G. Hareau, S. A. Julia, R. Lorne, O. Ruel, Bull. Soc. Chim. Fr. 1993, 130, 856-878.
    • (1993) Bull. Soc. Chim. Fr. , vol.130 , pp. 336-357
    • Baudin, J.B.1    Hareau, G.2    Julia, S.A.3    Ruel, O.4
  • 19
    • 0000355152 scopus 로고
    • The sulfone was prepared by using similar chemistry to that described earlier in reference [6]. For the use of benzothiazolyl sulfones in olefination reactions, see: a) J. B. Baudin, G. Hareau, S. A. Julia, O. Ruel, Bull. Soc. Chim. Fr. 1993, 130, 336-357; b) J. B. Baudin, G. Hareau, S. A. Julia, R. Lorne, O. Ruel, Bull. Soc. Chim. Fr. 1993, 130, 856-878.
    • (1993) Bull. Soc. Chim. Fr. , vol.130 , pp. 856-878
    • Baudin, J.B.1    Hareau, G.2    Julia, S.A.3    Lorne, R.4    Ruel, O.5
  • 22
    • 0242660288 scopus 로고    scopus 로고
    • note
    • Similar conditions were used earlier by Evans et al; see reference [3a].
  • 24
    • 33646066450 scopus 로고
    • W. C. Still, C. Gennari, Tetrahedron Lett. 1983, 24, 4405-4408. This macrocyclization tactic had earlier been used by Forsyth et al. and Smith et al. in their total synthesis of phorboxazole A.
    • (1983) Tetrahedron Lett. , vol.24 , pp. 4405-4408
    • Still, W.C.1    Gennari, C.2
  • 25
    • 0242660287 scopus 로고    scopus 로고
    • note
    • 1H NMR spectrum of the mixture.
  • 26
    • 0242576196 scopus 로고    scopus 로고
    • note
    • D = +44.8° (c = 1.0, MeOH). All new compounds reported in this study showed satisfactory spectroscopic and mass spectrometric data.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.