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Volumn 62, Issue 10, 1997, Pages 3109-3118

Dipolar cycloaddition reactions of dihydropyrimidine-fused mesomeric betaines. An approach toward conformationally restricted dihydropyrimidine derivatives

Author keywords

[No Author keywords available]

Indexed keywords

PYRIMIDINE DERIVATIVE;

EID: 0030916461     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo970121q     Document Type: Article
Times cited : (53)

References (61)
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    • note
    • The authors have deposited atomic coordinates for structures 11, 21, 23, and 27a,b with the Cambridge Crystallographic Data Centre. The coordinates can be obtained, on request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, UK.
  • 52
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    • in-press
    • 1H-NMR). For previous examples of the generation of aminoisomünchnones as transient intermediates, see: Doyle, M. P.; Pieters, R. J.; Taunton, J.; Pho, H. Q.; Padwa, A.; Hertzog, D. L.; Precedo, L. J. Org. Chem. 1991, 56, 820-829. Kappe, C. O. Tetrahedron Lett. 1997, 38, in-press.
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    • note
    • 1 this type of DHPM conformation is only slightly higher in energy than the lowest energy conformation with synperiplanar orientation of an o-aryl substituent (i.e., away from the dihydropyrimidine ring).


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