Nuclear Magnetic Resonance Spectra of Cyclic Amines. Shielding of αProtons Trans to a Lone Pair and Cis to an N-Methyl Group in Pyrrolidines

Journal of Organic Chemistry

Volumn 38, Issue 8, 1973, Pages 1601-1602

  Breuer, Eli ^a   Melumad, David ^a  

^a HEBREW UNIVERSITY OF JERUSALEM   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001349589     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00948a032     Document Type: Article

References (10)

1. H. P. Hamlow, S. Okuda, and N. Nakagawa, Tetrahedron Lett., 2553 (1964).
2. H. Booth and J. H. Little, Tetrahedron, 23, 291 (1967).
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4. J. B. Lambert and R. G. Keske, Tetrahedron Lett., 2023 (1969).
5. J. B. Lambert and W. L. Oliver, J. Amer. Chem. Soc., 91, 7774 (1969).
6. E. Breuer and Y. Stein, Israel J. Chem., 6, 901 (1968).
7. E. Breuer and D. Melumad, Tetrahedron Lett., 3595 (1969).
8. C. G. Overberger, M. Valentine, and J. P. Anselme, J. Amer. Chem. Soc., 91, 687 (1969).
9. E. Breuer and D. Melumad, J. Org. Chem., 37, 3949 (1972).
10. -4 it may also be viewed as deshielding by a skew or cis related lone pair: C. C. Price, Tetrahedron Lett., 4527 (1971). We thank Dr. C. C. Price for directing our attention to his results.