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Volumn 12, Issue 9, 2010, Pages 1893-1895

Highly selective hydroiodation of alkynes using an iodine-hydrophosphine binary system

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EID: 77951785786     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol1005246     Document Type: Article
Times cited : (62)

References (29)
  • 11
    • 0000843796 scopus 로고
    • For the synthesis methods of α-vinyl iodides except the methods from alkynes, see
    • For the synthesis methods of α-vinyl iodides except the methods from alkynes, see: Byrd, L. R.; Caserio, M. C. J. Org. Chem. 1972, 37, 3881
    • (1972) J. Org. Chem. , vol.37 , pp. 3881
    • Byrd, L.R.1    Caserio, M.C.2
  • 15
    • 0015526352 scopus 로고
    • For the synthesis methods of (E) or (Z)-β-vinyl iodides, see
    • For the synthesis methods of (E) or (Z)-β-vinyl iodides, see: Kluge, A. F.; Untch, K. G.; Fried, J. H. J. Am. Chem. Soc. 1972, 94, 9256
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 9256
    • Kluge, A.F.1    Untch, K.G.2    Fried, J.H.3
  • 19
    • 67649363339 scopus 로고    scopus 로고
    • For the synthesis methods of vinyl iodides using iodoarylation, see
    • For the synthesis methods of vinyl iodides using iodoarylation, see: Rahman, M. A.; Kitamura, T. Tetrahedron Lett. 2009, 50, 4759
    • (2009) Tetrahedron Lett. , vol.50 , pp. 4759
    • Rahman, M.A.1    Kitamura, T.2
  • 26
    • 77951814466 scopus 로고    scopus 로고
    • Note
    • The product 3a was obtained as an E / Z mixture, most probably because acid-induced isomerization might occur during the reaction due to the conjugated system (C=C-P=O). Pure E isomer isolated is stable at ambient temperature and does not isomerize to the corresponding Z isomer.


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