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Volumn 3, Issue 16, 2001, Pages 2505-2508

First total synthesis of (±)-stemonamide and (±)-isostemonamide

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; POLYCYCLIC HYDROCARBON; SPIRO COMPOUND; STEMONAMIDE;

EID: 0035833722     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol010106e     Document Type: Article
Times cited : (57)

References (31)
  • 4
    • 0030017426 scopus 로고    scopus 로고
    • Narasaka et al. (Bull Chem. Soc. Jpn. 1996, 69, 2063) have synthesized the tricyclic alkaloid (±)-stemoamide, mistakenly designated as (±)-stemonamide by these authors. For a discussion, see ref 3.
    • (1996) Bull Chem. Soc. Jpn. , vol.69 , pp. 2063
  • 5
    • 0001673091 scopus 로고
    • Trost, B. M., Ed.; Pergamon Press: Oxford, Chapter 4.1
    • (a) Hiemstra, H.; Speckamp, W. N. In Comprehensive Organic Synthesis; Trost, B. M., Ed.; Pergamon Press: Oxford, 1991; Vol. 2, Chapter 4.1, pp 1047-1082.
    • (1991) Comprehensive Organic Synthesis , vol.2 , pp. 1047-1082
    • Hiemstra, H.1    Speckamp, W.N.2
  • 11
    • 0030567356 scopus 로고    scopus 로고
    • Martin has used a similar addition of a silyloxyfuran to an iminium species in his total synthesis of the Stemona alkaloid croomine. Martin, S. F.; Barr, K. J. J. Am. Chem. Soc. 1996, 118, 3299.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 3299
    • Martin, S.F.1    Barr, K.J.2
  • 25
    • 0003855565 scopus 로고
    • Wiley-Interscience: New York
    • Yamamoto, A. In Organotransition Metal Chemistry: Wiley-Interscience: New York, 1986; pp 372-374. A mechanism through a π-allyl intermediate also requires a hydrogen abstraction from the α-face of the molecule.
    • (1986) Organotransition Metal Chemistry , pp. 372-374
    • Yamamoto, A.1
  • 29
    • 0043178739 scopus 로고    scopus 로고
    • note
    • 5 m/z = 332.1498, found 332.1495. Anal. Calcd: C, 65.24; H, 6.39. Found: C, 65.36; H, 6.59.
  • 30
    • 0041675840 scopus 로고    scopus 로고
    • Huffman, J. C.; Molecular Structure Center, Department of Chemistry, Indiana University
    • Huffman, J. C.; Molecular Structure Center, Department of Chemistry, Indiana University.
  • 31
    • 0043178738 scopus 로고    scopus 로고
    • note
    • 13C NMR spectra of natural 1 and 2.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.