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Volumn 12, Issue 12, 2010, Pages 2834-2837

Epoxide opening-induced tandem 8-azabicyclo[3.2.1]octane to 6-azabicyclo[3.2.1]octane rearrangement-iminium allylation: Synthesis of (±)-peduncularine

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; AZABICYCLO DERIVATIVE; INDOLE ALKALOID; OCTANE; PEDUNCULARINE;

EID: 77953581292     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol100943j     Document Type: Article
Times cited : (16)

References (36)
  • 3
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    • Academic Press: London
    • Bick, I. R. C.; Hai, M. A. In The Alkaloids; Brossi, A., Ed.; Academic Press: London, 1985; Vol. 24, pp 113 - 151.
    • (1985) The Alkaloids , vol.24 , pp. 113-151
    • Bick, I.R.C.1    Hai, M.A.2    Brossi, A.3
  • 4
    • 77956943202 scopus 로고    scopus 로고
    • Academic Press: London
    • Borschberg, H.-J. In The Alkaloids; Cordell, G. A., Ed.; Academic Press: London, 1996; Vol. 48, pp 191 - 248.
    • (1996) The Alkaloids , vol.48 , pp. 191-248
    • Borschberg, H.-J.1    Cordell, G.A.2
  • 12
    • 77953566210 scopus 로고    scopus 로고
    • For other strategies to 6-azabicyclo[3.2.1]oct-3-enes, see
    • For other strategies to 6-azabicyclo[3.2.1]oct-3-enes, see
  • 18
    • 77953578841 scopus 로고    scopus 로고
    • For recent reviews on N -acyl iminium chemistry, see
    • For recent reviews on N -acyl iminium chemistry, see
  • 21
    • 77953578503 scopus 로고    scopus 로고
    • See Supporting Information for details
    • See Supporting Information for details.
  • 24
    • 0001737891 scopus 로고
    • Silylenol ether formation from the ketone functionality in epoxytropinone 3 would be reasonably anticipated under the reaction conditions used, and is likely-though not certain (see:;;)-to precede the rearrangement
    • Silylenol ether formation from the ketone functionality in epoxytropinone 3 would be reasonably anticipated under the reaction conditions used, and is likely-though not certain (see: Murata, S.; Suzuki, M.; Noyori, R. Bull. Chem. Soc. Jpn. 1982, 55, 247-254)-to precede the rearrangement
    • (1982) Bull. Chem. Soc. Jpn. , vol.55 , pp. 247-254
    • Murata, S.1    Suzuki, M.2    Noyori, R.3
  • 27
  • 29
    • 77953548187 scopus 로고    scopus 로고
    • 3 (;, Ed.; John Wiley & Sons: New York,; p) was found to be essential to ensure a good recovery of the crude polar amino alcohol
    • 3 (The Synthetic Organic Chemists Companion; Pirrung, M. C., Ed.; John Wiley & Sons: New York, 2007; p 109) was found to be essential to ensure a good recovery of the crude polar amino alcohol.
    • (2007) The Synthetic Organic Chemists Companion , pp. 109
    • Pirrung, M.C.1
  • 36
    • 84917928296 scopus 로고    scopus 로고
    • University of California, Irvine
    • Roberson, C. W. Ph.D. Dissertation, University of California, Irvine, 2001; pp 129 - 130.
    • (2001) Ph.D. Dissertation , pp. 129-130
    • Roberson, C.W.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.