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Volumn 66, Issue 26, 2010, Pages 4738-4744

Total synthesis of eudesmane terpenes: Cyclase phase

Author keywords

[No Author keywords available]

Indexed keywords

DIHYDROJUNENOL; EUDESMANE DERIVATIVE; NATURAL PRODUCT; TERPENE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 77954242371     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.02.088     Document Type: Article
Times cited : (51)

References (83)
  • 6
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    • For an isolation of junenol and synthesis of dihydrojunenol from junenol, see:
    • For an isolation of junenol and synthesis of dihydrojunenol from junenol, see:
  • 10
    • 0008556371 scopus 로고
    • For an 8-step racemic total synthesis toward dihydrojunenol and a 9-step synthesis toward junenol, see: M.A. Schwartz, J.D. Crowell, and J.H. Musser J. Am. Chem. Soc. 94 1972 4361 4363
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 4361-4363
    • Schwartz, M.A.1    Crowell, J.D.2    Musser, J.H.3
  • 11
    • 6144279031 scopus 로고
    • For a 7-step semi-synthesis of dihydrojunenol starting from another eudesmane natural product, see: D.W. Theobald Tetrahedron 20 1964 2593 2600
    • (1964) Tetrahedron , vol.20 , pp. 2593-2600
    • Theobald, D.W.1
  • 12
    • 77954243539 scopus 로고    scopus 로고
    • 2H, which reduced a terminal olefin in 94% yield; see Ref. 6c.
    • 2H, which reduced a terminal olefin in 94% yield; see Ref. 6c.
  • 13
    • 3142649585 scopus 로고
    • For a 17-step semi-synthesis of junenol starting from santonin, see the following reference and references within: M. Niwa, M. Iguchi, and S. Yamamura Bull. Chem. Soc. Jpn. 49 1976 3145 3147
    • (1976) Bull. Chem. Soc. Jpn. , vol.49 , pp. 3145-3147
    • Niwa, M.1    Iguchi, M.2    Yamamura, S.3
  • 16
    • 77954245027 scopus 로고    scopus 로고
    • For recent syntheses of eudesmane-based natural products, see:
    • For recent syntheses of eudesmane-based natural products, see:
  • 22
    • 77954243410 scopus 로고    scopus 로고
    • 3 in Michael additions, see:
    • 3 in Michael additions, see:
  • 26
    • 77954242936 scopus 로고    scopus 로고
    • For examples of enantioselective Michael additions onto methyl vinyl ketone, see:
    • For examples of enantioselective Michael additions onto methyl vinyl ketone, see:
  • 32
    • 77954241856 scopus 로고    scopus 로고
    • For examples of both racemic and enantioselective syntheses of cryptone, see:
    • For examples of both racemic and enantioselective syntheses of cryptone, see:
  • 51
    • 77954242955 scopus 로고    scopus 로고
    • For selected examples of cryptone being used as a starting material in total synthesis, see:
    • For selected examples of cryptone being used as a starting material in total synthesis, see:
  • 59
    • 0001212526 scopus 로고
    • 3 being an important additive for Heck reactions, see: S.E. Denmark, and M.E. Schnute J. Org. Chem. 60 1995 1013 1019
    • (1995) J. Org. Chem. , vol.60 , pp. 1013-1019
    • Denmark, S.E.1    Schnute, M.E.2
  • 60
    • 77954242143 scopus 로고    scopus 로고
    • 3SiCl in conjugate additions, see:
    • 3SiCl in conjugate additions, see:
  • 69
    • 77954242019 scopus 로고    scopus 로고
    • For selected examples of proline-based catalysts used in asymmetric Michael additions, see:
    • For selected examples of proline-based catalysts used in asymmetric Michael additions, see:


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.