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Volumn 50, Issue 26, 2009, Pages 3564-3567

Samarium diiodide-mediated intramolecular cyclodimerisation of bis-α,β-unsaturated carbonyl compounds

Author keywords

[No Author keywords available]

Indexed keywords

CARBONYL DERIVATIVE; NONANE; OCTANE; POLYCYCLIC HYDROCARBON; SAMARIUM DIIODIDE;

EID: 65549121773     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.03.031     Document Type: Article
Times cited : (9)

References (25)
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    • For detailed mechanistic studies of the role of additives, see:
    • For detailed mechanistic studies of the role of additives, see:. Flowers R.A. Synlett (2008) 1427-1439
    • (2008) Synlett , pp. 1427-1439
    • Flowers, R.A.1
  • 9
    • 0346422364 scopus 로고    scopus 로고
    • For an elegant example of the use of alcohol proton donors in directing the reaction pathway, see:
    • For an elegant example of the use of alcohol proton donors in directing the reaction pathway, see:. Hutton T.K., Muir K.W., and Procter D.J. Org. Lett. 5 (2003) 4811-4814
    • (2003) Org. Lett. , vol.5 , pp. 4811-4814
    • Hutton, T.K.1    Muir, K.W.2    Procter, D.J.3
  • 11
    • 0000728528 scopus 로고
    • 3 SnH/AIBN/Δ conditions, see:
    • 3 SnH/AIBN/Δ conditions, see:. Enholm E.J., and Kinter K.S. J. Org. Chem. 60 (1995) 4850-4855
    • (1995) J. Org. Chem. , vol.60 , pp. 4850-4855
    • Enholm, E.J.1    Kinter, K.S.2
  • 12
    • 33845691976 scopus 로고    scopus 로고
    • For α-tethered bis-cyclohexenones, see:
    • For α-tethered bis-cyclohexenones, see:. Handy S.T., and Omune D. Tetrahedron 63 (2007) 1366-1371
    • (2007) Tetrahedron , vol.63 , pp. 1366-1371
    • Handy, S.T.1    Omune, D.2
  • 16
    • 65549132173 scopus 로고    scopus 로고
    • note
    • f = 0.17 (40% EtOAc in petrol). Spectroscopic characterisation of compounds 9-11, 13, 14b, 19, 20a/b and 21a/b is provided as Supplementary data.
  • 17
    • 65549095216 scopus 로고    scopus 로고
    • note
    • 13C NMR spectroscopy, IR and high resolution mass spectrometry.
  • 18
    • 65549096493 scopus 로고    scopus 로고
    • note
    • -1, Z = 28. These data are from an isotropic refinement of sub-publication quality. The coordinates are available in CIF format as Supplementary data.
  • 19
    • 0033515504 scopus 로고    scopus 로고
    • An oligomeric samarium species is probable, and expected from a radical-radical 5-exo-trig homodimerisation. Only for the purpose of clarity, monomeric samarium(III) chelation control is shown:
    • An oligomeric samarium species is probable, and expected from a radical-radical 5-exo-trig homodimerisation. Only for the purpose of clarity, monomeric samarium(III) chelation control is shown:. Keck G.E., Wager C.A., Sell T., and Wager T.T. J. Org. Chem. 64 (1999) 2172-2173
    • (1999) J. Org. Chem. , vol.64 , pp. 2172-2173
    • Keck, G.E.1    Wager, C.A.2    Sell, T.3    Wager, T.T.4
  • 20
    • 65549083162 scopus 로고    scopus 로고
    • note
    • Spectroscopic characterization of compounds 17a/b and 18 is provided as Supplementary data.
  • 24
    • 65549125632 scopus 로고    scopus 로고
    • note
    • 3).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.