Palladium(II)-catalyzed 1,3-dipolar cycloaddition of nitrones with enol ethers

Tetrahedron

Volumn 54, Issue 42, 1998, Pages 12737-12744

  Hori, Kazushige ^a   Ito, Junji ^a   Ohta, Tetsuo ^a   Furukawa, Isao ^a  

^a DOSHISHA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ETHER DERIVATIVE; ISOXAZOLIDINE DERIVATIVE; PALLADIUM COMPLEX;

ANALYTIC METHOD; ARTICLE; CATALYSIS; COMPLEX FORMATION; CYCLIZATION; DRUG SYNTHESIS; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0032532791     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00776-5     Document Type: Article

References (21)

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17. 11. To1BINAP = 2,2′-bis(di-p-tolylphosphino)-1,1′-binaphthyl.
18. 1H NMR spectroscopy by comparison of their chemical shifts of 11 with those of cis-3 and trans-3.
19. 15 using dihedral angles (trans-12: 108.1°, cis-12: 23.3°) of molecular models by MOPAC PM3 calculation in CAChe Program (CAChe Scientific, Inc., Sony/Techtronics Corp.). The observed coupling constant between 3-H and 4-H of the major isomer was 7.6 Hz, and this major isomer was determined to be the cis-isomer. On the other hand, the coupling constant between 3-H and 4-H of the minor isomer could not be observed because of the complex and broad signals of 3-H and 4-H.
20. 15 using dihedral angles (trans-13: 110.8°, cis-13: 23.8°) of molecular models by MOPAC PM3 calculation. The observed coupling constant between 3H and 4-H of the isolatable isomer was 7.2 Hz, which showed this isomer to be cis-13.
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