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Volumn 1, Issue 13, 1999, Pages 2085-2087

Model study for a general approach to morphine and noroxymorphone via a rare heck cyclization

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EID: 0000171881     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol991135g     Document Type: Article
Times cited : (19)

References (14)
  • 4
    • 0028108746 scopus 로고
    • Parker, K. A.; Fokas, D. J.J. Am. Chem. Soc. 1992, 114, 9688. Parker, K. A.; Fokas, D. J. J. Org. Chem. 1994, 59, 3927.
    • (1994) J. Org. Chem. , vol.59 , pp. 3927
    • Parker, K.A.1    Fokas, D.J.2
  • 5
    • 0000702671 scopus 로고
    • Heck, R. F. Org. React. 1982, 27, 345. Crisp, G. P. Chem. Soc. Rev. 1998, 27 (6),. 427.
    • (1982) Org. React. , vol.27 , pp. 345
    • Heck, R.F.1
  • 6
    • 0032335204 scopus 로고    scopus 로고
    • Heck, R. F. Org. React. 1982, 27, 345. Crisp, G. P. Chem. Soc. Rev. 1998, 27 (6),. 427.
    • (1998) Chem. Soc. Rev. , vol.27 , Issue.6 , pp. 427
    • Crisp, G.P.1
  • 12
    • 85034142216 scopus 로고    scopus 로고
    • note
    • In a study to determine the regiochemistry of elimination, the two isomers of intermediate halides from the cyclization of 14, 19, and 21 were subjected to elimination conditions with neat DBU. Isomer 19 gave selectively 20 in 97% yield, while isomer 21 produced enol ester 22 as a major product. matrix presented
  • 13
    • 85034139466 scopus 로고    scopus 로고
    • note
    • All compounds were fully characterized by physical and spectral data.


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