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Volumn 8, Issue 21, 2006, Pages 4755-4758

Desymmetrization of cyclohexa-2,5-dienes through a diastereoselective protonation-hydroamination cascade

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EID: 33750376100     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0618353     Document Type: Article
Times cited : (57)

References (30)
  • 1
    • 0001465266 scopus 로고
    • The Amaryllidaceae Alkaloids
    • Academic Press: New York
    • (a) Martin, S. F. The Amaryllidaceae Alkaloids. In The Alkaloids; Academic Press: New York, 1987; Vol. 30.
    • (1987) The Alkaloids , vol.30
    • Martin, S.F.1
  • 4
    • 33750319083 scopus 로고    scopus 로고
    • Trost, B. M. Chem. Rev. 2000, 100, 3455-3482.
    • (2000) Chem. Rev. , vol.100 , pp. 3455-3482
    • Trost, B.M.1
  • 14
    • 33750336927 scopus 로고    scopus 로고
    • note
    • NMR spectra did not allow us to determine at this stage if the two compounds were regio- (position of the double bond) or diastereomers.
  • 15
    • 33750329250 scopus 로고    scopus 로고
    • note
    • 13C NMR spectra similar to that of 17 and were thus assigned the same structure.
  • 21
    • 33750323709 scopus 로고    scopus 로고
    • note
    • Equilibration between the lithium amide (VI, N-Li) and VII would also explain the unselective deuterations when using deuterated amine 6.
  • 25
    • 0000813255 scopus 로고
    • THF is known to react at 20°C with alkyllithium: (a) Gilman, H.; Gaj, B. J. J. Org. Chem. 1957, 22, 1165-1168.
    • (1957) J. Org. Chem. , vol.22 , pp. 1165-1168
    • Gilman, H.1    Gaj, B.J.2
  • 30
    • 33750363606 scopus 로고    scopus 로고
    • note
    • 23 was obtained as a mixture of two conformers in solution.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.