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Volumn , Issue 4, 2006, Pages 723-734

Diastereoselective [3,2]-Stevens and Sommelet-Hauser rearrangements in the dihydromethanodibenzoazocine series

Author keywords

Nitrogen ylides; Sigmatropic rearrangements; Tetrahydroisoquinoline

Indexed keywords

ESTERS; SYNTHESIS (CHEMICAL);

EID: 33644592539     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-926314     Document Type: Article
Times cited : (18)

References (33)
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    • For pertinent reviews, see: (a) Gözler, B. In The Alkaloids, Vol. 31; Roberts, M. F.; Wink, M., Eds.; Plenum: New York, 1981, 317-389.
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    • (c) Kametani, T. The Chemistry of the Isoquinoline Alkaloids; Phillipson, J. D.; Roberts, M. F.; Zenk, M. H., Eds.; Springer-Verlag: New York, 1985, 205-289.
    • (1985) The Chemistry of the Isoquinoline Alkaloids , pp. 205-289
    • Kametani, T.1
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    • British Patent GB 1146109, 1969
    • (e) Russell, J. H. British Patent GB 1146109, 1969; Chem. Abstr. 1969, 71, 30370.
    • (1969) Chem. Abstr. , vol.71 , pp. 30370
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  • 17
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    • Waldmann, E.1
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    • Markó, I.E.1
  • 24
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    • note
    • To ascertain the relative stereochemistry of the major and minor products of the [3,2]-Stevens rearrangement products, 2D-NOESY was used in order to look for 1,3-pseudo-diaxial spatial correlations between protons marked as α and β in the case of the minor product 4 and between the proton marked as γ and the methyl group in the case of the major product 3 (Figure 1). (Diagram presented) Figure 1 2D-NOESY analysis in 3 and 4.
  • 32
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    • ( 16) CCDC 286054 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
  • 33
    • 33644602447 scopus 로고    scopus 로고
    • CCDC 286055 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.cedc.cam.ac.uk/data_request/cif.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.