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Volumn , Issue 6, 1996, Pages 736-740

Studies on macrocyclic diterpenoids (XVII): Total synthesis of (-)-cembrene-A and (+)-3,4-epoxycembrene-A by titanium-induced carbonyl coupling reactions

Author keywords

[No Author keywords available]

Indexed keywords

3,4 EPOXYCEMBRENE A; CEMBRENE A; DITERPENOID; UNCLASSIFIED DRUG;

EID: 0029793732     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-4290     Document Type: Article
Times cited : (20)

References (29)
  • 1
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    • For a review of cembranoid synthesis, see: Tius, M.A. Chem. Rev. 1988, 88, 719.
    • (1988) Chem. Rev. , vol.88 , pp. 719
    • Tius, M.A.1
  • 13
    • 0000768538 scopus 로고
    • Schwabe, R.; Farkas, I.; Pfrander, H. Helv. Chim. Acta 1988, 71, 292. Farkas, I.; Pfander, H. ibid, 1990, 73, 1980.
    • (1990) Helv. Chim. Acta , vol.73 , pp. 1980
    • Farkas, I.1    Pfander, H.2
  • 14
    • 84984337074 scopus 로고
    • Li, W.D.; Li, Y.; Li, Y.L. Chin. J. Chem. 1992, 10, 92. Li, W.D.; Li, Y.; Li, Y.L. Science in China 1993, 36, 1161; Chem. Abstr. 1994, 120, 218236Z.
    • (1992) Chin. J. Chem. , vol.10 , pp. 92
    • Li, W.D.1    Li, Y.2    Li, Y.L.3
  • 15
    • 0001641186 scopus 로고
    • Li, W.D.; Li, Y.; Li, Y.L. Chin. J. Chem. 1992, 10, 92. Li, W.D.; Li, Y.; Li, Y.L. Science in China 1993, 36, 1161; Chem. Abstr. 1994, 120, 218236Z.
    • (1993) Science in China , vol.36 , pp. 1161
    • Li, W.D.1    Li, Y.2    Li, Y.L.3
  • 16
    • 84984337074 scopus 로고
    • Li, W.D.; Li, Y.; Li, Y.L. Chin. J. Chem. 1992, 10, 92. Li, W.D.; Li, Y.; Li, Y.L. Science in China 1993, 36, 1161; Chem. Abstr. 1994, 120, 218236Z.
    • (1994) Chem. Abstr. , vol.120
  • 22
    • 9544232115 scopus 로고    scopus 로고
    • note
    • The yields of the modified Wittig olefination of phosphonate 4 with ketone 5 in the usual way were only 10-20%, but they were 46-58% in the presence of silica gel and 4 Å molecular sieves and refluxing overnight. Scope and limitations of this reaction will be reported elsewhere.
  • 23
    • 9544220101 scopus 로고    scopus 로고
    • The ratio was determined by GC analysis
    • The ratio was determined by GC analysis.
  • 28
    • 9544221104 scopus 로고    scopus 로고
    • note
    • The product 1 obtained in the cyclization reaction is a mixture of (E)-1 and (Z)-1 isomers.
  • 29
    • 0006025774 scopus 로고
    • In this literature the diastereoisomer of 2 was reported and the stereochemistry of epoxide and isopropenyl groups is not defined. The work on the assignment of the stereochemistry of the remaining three isomers is in progress
    • Ravi, B.N.; Faulkner, D.J. J. Org. Chem. 1978, 43, 2127. In this literature the diastereoisomer of 2 was reported and the stereochemistry of epoxide and isopropenyl groups is not defined. The work on the assignment of the stereochemistry of the remaining three isomers is in progress.
    • (1978) J. Org. Chem. , vol.43 , pp. 2127
    • Ravi, B.N.1    Faulkner, D.J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.