High-pressure promoted stereoselective tandem [4+2]/[3+2] cycloadditions of nitroalkenes and enol ethers

Tetrahedron

Volumn 53, Issue 34, 1997, Pages 11929-11936

  Uittenbogaard, René M ^a   Seerden, Jean Paul G ^a   Scheeren, Hans W ^a  

^a RADBOUD UNIVERSITY NIJMEGEN   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

ISOXAZOLE DERIVATIVE; OXAZINE DERIVATIVE;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; HYPERBARISM; IN VITRO STUDY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0030789180     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00765-5     Document Type: Article

References (28)

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24. We used the conditions which were used by Avalos et al. in a related cycloaddition reaction: 90 eq. of 2, ethanol as solvent, seven days stirring at room temperature (see ref. 6).
25. These ratios were determined by integration of the characteristic peaks: For compound 3a, the singlet at δ = 6.28 ppm was ascribed to H-3 (N=C-H). For compound 3b, the double doublet at δ = 5.38 ppm (H-6) was used. For compound 4a, the double doublet at δ = 5.65 ppm (H-2) was used. For compound 4b, the double doublet at δ = 5.79 ppm (H-2) was used.
26. Bäckvall, J.-E., Karlsson, U., Chinchilla, R.: Tetrahedron Lett. 1991, 32, 5607.
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