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Volumn 54, Issue 1, 2006, Pages 63-67

Use of the oxazole-olefin Diels-Alder reaction in the total synthesis of the monoterpene alkaloids (-)-plectrodorine and (+)-oxerine

Author keywords

Cyclopenta c pyridine; Diels Alder reaction; Monoterpene alkaloid; Oxazole olefin; Oxerine; Plectrodorine

Indexed keywords

ALCOHOL; ALKALOID DERIVATIVE; ALKENE; GAMMA BUTYROLACTONE; OXAZOLE DERIVATIVE; OXERINE; PLECTRODORINE; TERPENE; UNCLASSIFIED DRUG;

EID: 29844436168     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.54.63     Document Type: Article
Times cited : (17)

References (50)
  • 1
    • 29844449811 scopus 로고    scopus 로고
    • Chap. 3, ed. by Palmer D. C., John Wiley & Sons, Inc., Hoboken
    • For a recent review on the oxazole Diels-Alder reactions, see Levin J. I., Laakso L. M., "The Chemistry of Heterocyclic Compounds," Vol. 60, Part A, Chap. 3, ed. by Palmer D. C., John Wiley & Sons, Inc., Hoboken, 2003.
    • (2003) The Chemistry of Heterocyclic Compounds , vol.60 , Issue.PART A
    • Levin, J.I.1    Laakso, L.M.2
  • 3
    • 0011859309 scopus 로고
    • [Chem. Abstr., 52, 6345a (1958)].
    • (1958) Chem. Abstr. , vol.52
  • 5
    • 29844445914 scopus 로고
    • [Chem. Abstr., 53, 21940d (1959)].
    • (1959) Chem. Abstr. , vol.53
  • 12
    • 29844449812 scopus 로고    scopus 로고
    • note
    • For other intramolecular oxazole-olefin Diels-Alder reactions, see refs. 11-19.
  • 22
    • 29844450520 scopus 로고    scopus 로고
    • note
    • For reviews on the monoterpene alkaloids, see refs. 21-23
  • 23
    • 0004237726 scopus 로고    scopus 로고
    • Chap. 8, ed. by Manske R. H. F., Academic Press, New York
    • Cordell G. A., "The Alkaloids," Vol. 16, Chap. 8, ed. by Manske R. H. F., Academic Press, New York, 1977.
    • (1977) The Alkaloids , vol.16
    • Cordell, G.A.1
  • 24
    • 0004230722 scopus 로고
    • Chap. 3, ed. by Brossi A., Academic Press, Orlando
    • Strunz G. M., Findlay J. A., "The Alkaloids," Vol. 26, Chap. 3, ed. by Brossi A., Academic Press, Orlando, 1985.
    • (1985) The Alkaloids , vol.26
    • Strunz, G.M.1    Findlay, J.A.2
  • 25
    • 0004237726 scopus 로고    scopus 로고
    • Chap. 5, ed. by Cordell G. A., Academic Press, San Diego
    • Cordell G. A., "The Alkaloids," Vol. 52, Chap. 5, ed. by Cordell G. A., Academic Press, San Diego, 1999.
    • (1999) The Alkaloids , vol.52
    • Cordell, G.A.1
  • 37
    • 29844437277 scopus 로고    scopus 로고
    • note
    • 34)
  • 48
    • 29844458742 scopus 로고    scopus 로고
    • note
    • Although 18 was obtained as a single isomer, the geometry of the newly generated double bond was not determined.
  • 50
    • 29844434051 scopus 로고    scopus 로고
    • note
    • For convenience, each position of the oxazole ring is indicated by a primed number.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.