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Volumn 62, Issue 24, 1997, Pages 8290-8291

Total synthesis of (+)-mycotrienol and (+)-mycotrienin I

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC ANTIBIOTIC; MYCOTRIENIN; MYCOTRIENOL I; UNCLASSIFIED DRUG;

EID: 0031442146     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo971793j     Document Type: Article
Times cited : (41)

References (25)
  • 11
    • 0027316108 scopus 로고
    • For other synthetic approaches to the trienomycins and related mycotrienins see: (a) Yadav, J. S.; Praveen Kumar, T. K.; Maniyan, P. P. Tetrahedron Lett. 1993, 34, 2965-2968. (b) Fürstner, A.; Baumgartner, J. Tetrahedron 1993, 49, 8541-8560. For preliminary work conducted in our laboratories see: Panek, J. S.; Yang, M. Y.; Solomon, J. Tetrahedron Lett. 1995, 36, 1003-1006.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 2965-2968
    • Yadav, J.S.1    Praveen Kumar, T.K.2    Maniyan, P.P.3
  • 12
    • 0027219906 scopus 로고
    • For other synthetic approaches to the trienomycins and related mycotrienins see: (a) Yadav, J. S.; Praveen Kumar, T. K.; Maniyan, P. P. Tetrahedron Lett. 1993, 34, 2965-2968. (b) Fürstner, A.; Baumgartner, J. Tetrahedron 1993, 49, 8541-8560. For preliminary work conducted in our laboratories see: Panek, J. S.; Yang, M. Y.; Solomon, J. Tetrahedron Lett. 1995, 36, 1003-1006.
    • (1993) Tetrahedron , vol.49 , pp. 8541-8560
    • Fürstner, A.1    Baumgartner, J.2
  • 13
    • 0028877741 scopus 로고
    • For other synthetic approaches to the trienomycins and related mycotrienins see: (a) Yadav, J. S.; Praveen Kumar, T. K.; Maniyan, P. P. Tetrahedron Lett. 1993, 34, 2965-2968. (b) Fürstner, A.; Baumgartner, J. Tetrahedron 1993, 49, 8541-8560. For preliminary work conducted in our laboratories see: Panek, J. S.; Yang, M. Y.; Solomon, J. Tetrahedron Lett. 1995, 36, 1003-1006.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 1003-1006
    • Panek, J.S.1    Yang, M.Y.2    Solomon, J.3
  • 15
    • 0001091444 scopus 로고
    • For a discussion of chelation-controlled carbonyl addition see: Reetz, M. T. Acc. Chem. Res 1993, 26, 462-468.
    • (1993) Acc. Chem. Res , vol.26 , pp. 462-468
    • Reetz, M.T.1
  • 16
    • 0028839497 scopus 로고
    • For the preparation of 12 as well as its conversion to the quinone core see: Panek, J. S.; Xu, F. J. Am. Chem. Soc. 1995, 117, 10587-10588.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 10587-10588
    • Panek, J.S.1    Xu, F.2
  • 18
    • 0001782321 scopus 로고    scopus 로고
    • Ozonolysis of silane (R)-6 and in situ reduction of the derived silyl aldehyde afforded the β-silyl-lactone which was subjected to silyl to hydroxyl interconversion (Fleming, I. Chemtracts Org. Chem. 9, 1-64) and methylation (Lardon, A.; Reichstein, T. Helv. Chim. Acta 1949, 32, 2003) to afford lactone 11 (see Supporting Information for experimental details).
    • Chemtracts Org. Chem. , vol.9 , pp. 1-64
    • Fleming, I.1
  • 19
    • 2642638044 scopus 로고
    • Ozonolysis of silane (R)-6 and in situ reduction of the derived silyl aldehyde afforded the β-silyl-lactone which was subjected to silyl to hydroxyl interconversion (Fleming, I. Chemtracts Org. Chem. 9, 1-64) and methylation (Lardon, A.; Reichstein, T. Helv. Chim. Acta 1949, 32, 2003) to afford lactone 11 (see Supporting Information for experimental details).
    • (1949) Helv. Chim. Acta , vol.32 , pp. 2003
    • Lardon, A.1    Reichstein, T.2
  • 23
    • 0027991211 scopus 로고
    • For related macrocyclization approaches see: (a) Nicolaou, K. C.; Chakraborty, T. K.; Piscopio, A. D.; Minowa, N.; Bertinato, P. J. Am. Chem. Soc. 1993, 115, 4419-4420. (b) Shair, M. D.; Yoon, T.; Danishefsky, S. J. J. Org. Chem. 1994, 59, 3755-3757.
    • (1994) J. Org. Chem. , vol.59 , pp. 3755-3757
    • Shair, M.D.1    Yoon, T.2    Danishefsky, S.J.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.