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Volumn , Issue 7, 2008, Pages 1033-1038

Synthesis of sedamine by cycloisomerisation of an allenic hydroxylamine

Author keywords

Alkaloids; Allenes; Cyclisation; Heterocycles; Stereoselectivity

Indexed keywords

ALKALOIDS; ALLENES; HETEROCYCLES;

EID: 42049097195     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2008-1066985     Document Type: Article
Times cited : (41)

References (40)
  • 12
    • 0036126987 scopus 로고    scopus 로고
    • For a review of allene cyclisation, see
    • (j) For a review of allene cyclisation, see: Bates, R. W.; Satchareon, V. Chem. Soc. Rev. 2002, 31, 12.
    • (2002) Chem. Soc. Rev , vol.31 , pp. 12
    • Bates, R.W.1    Satchareon, V.2
  • 13
    • 0037157808 scopus 로고    scopus 로고
    • For recent syntheses, see
    • (a) For recent syntheses, see: Bates, R. W.; Sa-Ei, K. Tetrahedron 2002, 58, 5957.
    • (2002) Tetrahedron , vol.58 , pp. 5957
    • Bates, R.W.1    Sa-Ei, K.2
  • 25
    • 0342519373 scopus 로고    scopus 로고
    • The alkynol precursor for allene 4 was prepared by a modification of Lansbury and Pattison: Lansbury, P. T.; Pattison, V. A. J. Am. Chem. Soc. 1962, 84, 4295.
    • (a) The alkynol precursor for allene 4 was prepared by a modification of Lansbury and Pattison: Lansbury, P. T.; Pattison, V. A. J. Am. Chem. Soc. 1962, 84, 4295.
  • 27
    • 42049115027 scopus 로고    scopus 로고
    • For the allenol precursor for allene 5, see ref. 9.
    • (c) For the allenol precursor for allene 5, see ref. 9.
  • 33
    • 0004003407 scopus 로고
    • For ring-opening with lithium acetylide, see:, 2nd ed, Elsevier: Amsterdam
    • (a) For ring-opening with lithium acetylide, see: Brandsma, L. Preparative Acetylenic Chemistry, 2nd ed.; Elsevier: Amsterdam, 1988, 67.
    • (1988) Preparative Acetylenic Chemistry , pp. 67
    • Brandsma, L.1
  • 38
    • 42049084343 scopus 로고    scopus 로고
    • Cossy et al. also employed RCM to form the piperidine ring, but at a different position, see ref. 4i.
    • Cossy et al. also employed RCM to form the piperidine ring, but at a different position, see ref. 4i.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.