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Volumn 8, Issue 20, 2006, Pages 4605-4608

First asymmetric total syntheses of (-)-subincanadines A and B, skeletally rearranged pentacyclic monoterpenoid indole alkaloids in Aspidosperma subincanum

Author keywords

[No Author keywords available]

Indexed keywords

INDOLE ALKALOID; SUBINCANADINE A; SUBINCANADINE B;

EID: 33750050579     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol061908i     Document Type: Article
Times cited : (42)

References (26)
  • 3
    • 0003540638 scopus 로고
    • Saxton, J. E., Ed.; Supplement to, Part 4 of The Chemistry of Heterocyclic Compounds; Wiley: Chichester
    • (a) The Monoterpenoid Indole Alkaloids; Saxton, J. E., Ed.; Supplement to Vol. 25, Part 4 of The Chemistry of Heterocyclic Compounds; Wiley: Chichester, 1994.
    • (1994) The Monoterpenoid Indole Alkaloids , vol.25
  • 6
    • 0037486826 scopus 로고    scopus 로고
    • (a) For a review, see: Fürstner, A. Chem. Rev. 1999, 99, 991.
    • (1999) Chem. Rev. , vol.99 , pp. 991
    • Fürstner, A.1
  • 9
    • 0034204016 scopus 로고    scopus 로고
    • (d) For an example of intramolecular reaction between ketone and vinylbromide, see: Trost, B. M.; Pinkerton, A. B. Org. Lett. 2000, 2, 1601.
    • (2000) Org. Lett. , vol.2 , pp. 1601
    • Trost, B.M.1    Pinkerton, A.B.2
  • 16
    • 33750065589 scopus 로고    scopus 로고
    • note
    • 1H NMR spectroscopy.
  • 17
    • 33750071590 scopus 로고    scopus 로고
    • note
    • Starting from achiral hydroxy ketone 16, we synthesized racemic 19 that was used for the control experiments on chiral HPLC analysis.
  • 18
    • 46549103031 scopus 로고
    • For reviews of the chemistry of N-acyliminium ions, see: (a) Speckamp, W. N.; Hiemstra, H. Tetrahedron 1985, 41, 4367.
    • (1985) Tetrahedron , vol.41 , pp. 4367
    • Speckamp, W.N.1    Hiemstra, H.2
  • 25
    • 33750052153 scopus 로고    scopus 로고
    • note
    • Isomerization of the geometry in trisubstituted alkenyl halide in an intermolecular Nozaki-Hiyama-Kishi reaction was reported. See ref 4b.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.