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Volumn 9, Issue 11, 2007, Pages 2103-2106

Application of the intramolecular yamamoto vinylogous aldol reaction to the synthesis of macrolides

Author keywords

[No Author keywords available]

Indexed keywords

MACROLIDE;

EID: 34250648473     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0704901     Document Type: Article
Times cited : (16)

References (48)
  • 1
    • 8744279305 scopus 로고    scopus 로고
    • For selected reviews on the synthesis of macrocycles, see: a
    • For selected reviews on the synthesis of macrocycles, see: (a) Wessjohann, L. A.; Ruijter, E. Top. Curr. Chem. 2005, 243, 137.
    • (2005) Top. Curr. Chem , vol.243 , pp. 137
    • Wessjohann, L.A.1    Ruijter, E.2
  • 2
    • 0034246704 scopus 로고    scopus 로고
    • (b) Yet, L. Chem. Rev. 2000, 100, 2963.
    • (2000) Chem. Rev , vol.100 , pp. 2963
    • Yet, L.1
  • 5
    • 34250686411 scopus 로고
    • 107. For a discussion of the role of strain in macrocyclic ring closure, see
    • (e) Meng, Q.; Hesse, M. Top. Curr. Chem. 1992, 161, 107. For a discussion of the role of strain in macrocyclic ring closure, see:
    • (1992) Top. Curr. Chem , vol.161
    • Meng, Q.1    Hesse, M.2
  • 7
    • 0000851696 scopus 로고
    • Trost, B. M, Fleming, I, Heathcock, C. H, Eds, Pergamon Press: Oxford
    • Heathcock, C. H. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Heathcock, C. H., Eds.; Pergamon Press: Oxford, 1991; Vol. 2, p 133.
    • (1991) Comprehensive Organic Synthesis , vol.2 , pp. 133
    • Heathcock, C.H.1
  • 8
    • 0001006137 scopus 로고
    • For selected references relating to macroaldolization processes, see: a
    • For selected references relating to macroaldolization processes, see: (a) Tsuji, J.; Yamada, T.; Kaito, M.; Mandai, T. Bull. Chem. Soc. Jpn. 1980, 53, 1417.
    • (1980) Bull. Chem. Soc. Jpn , vol.53 , pp. 1417
    • Tsuji, J.1    Yamada, T.2    Kaito, M.3    Mandai, T.4
  • 32
    • 0033690703 scopus 로고    scopus 로고
    • For reviews on the vinylogous aldol reaction, see: a
    • For reviews on the vinylogous aldol reaction, see: (a) Casiraghi, G.; Zanardi, F.; Appendino, G.; Rassu, G. Chem. Rev. 2000, 100, 1929.
    • (2000) Chem. Rev , vol.100 , pp. 1929
    • Casiraghi, G.1    Zanardi, F.2    Appendino, G.3    Rassu, G.4
  • 40
    • 34250622231 scopus 로고    scopus 로고
    • See the Supporting Information for details
    • See the Supporting Information for details.
  • 41
    • 34250615703 scopus 로고    scopus 로고
    • 3Al (1 equiv) with 2,6diphenylphenol (3 equiv). See Supporting Information or ref 6a for details.
    • 3Al (1 equiv) with 2,6diphenylphenol (3 equiv). See Supporting Information or ref 6a for details.
  • 42
    • 34250679947 scopus 로고    scopus 로고
    • Varying amounts of starting material and unidentified side products were observed in these reactions
    • Varying amounts of starting material and unidentified side products were observed in these reactions.
  • 43
    • 34250670188 scopus 로고    scopus 로고
    • For details, see the general cyclization procedure in the Supporting Information
    • For details, see the general cyclization procedure in the Supporting Information.
  • 44
    • 34250617278 scopus 로고    scopus 로고
    • Crystallographic data for the 3,5-dinitrobenzoates 14 and 15 can be found in the Supporting Information. The stereochemistry of compound 5 was assigned by analogy.
    • Crystallographic data for the 3,5-dinitrobenzoates 14 and 15 can be found in the Supporting Information. The stereochemistry of compound 5 was assigned by analogy.
  • 45
    • 34250633805 scopus 로고    scopus 로고
    • Crystallographic data for the 3,5-dinitrobenzoate 16 can be found in the Supporting Information. The stereochemistry of compound 8 was assigned by analogy.
    • Crystallographic data for the 3,5-dinitrobenzoate 16 can be found in the Supporting Information. The stereochemistry of compound 8 was assigned by analogy.
  • 46
    • 34250636921 scopus 로고    scopus 로고
    • The stereochemistry of compound 11 was assigned by analogy.
    • The stereochemistry of compound 11 was assigned by analogy.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.