The first example of isomeric solid amide and its enol

Organic Letters

Volumn 8, Issue 26, 2006, Pages 5931-5934

  Basheer, Ahmad ^a   Rappoport, Zvi ^a  

^a HEBREW UNIVERSITY OF JERUSALEM   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33846184106     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol062322z     Document Type: Article

References (15)

1. The Chemistry of Enols; Rappoport, Z., Ed.; Wiley: Chichester, UK, 1990.
2. Toullec, J. In The Chemistry of Enols; Rappoport, Z., Ed.; Wiley: Chichester, UK, 1990; Chapter 5, pp 330-331.
3. Hart, H.; Rappoport, Z.; Biali. S. E. In The Chemistry of Enols; Rappoport, Z., Ed.; Wiley: Chichester, UK, 1990; Chapter 9.
4. Kaftory, M.; Biali, S. E.; Rappoport, Z. J. Am. Chem. Soc. 1985, 107, 1701.
5. If the compound is not highly activated, only the amide is observed. The enol of acetamide was calculated to be 28.8 kcal/mol less stable than acetamide at B3LYP/6-31G**//B3LYP/6-31G**: Sklenak, S.; Apeloig, Y.; Rappoport, Z. J. Am. Chem. Soc. 1998, 120, 10359.
6. Mukhopadhyaya, J. K.; Sklenak, S.; Rappoport, Z. J. Am. Chem. Soc. 2000, 122, 1325.
7. Lei, Y. X.; Cerioni, G.; Rappoport, Z. J. Org. Chem. 2001, 66, 8379.
8. Lei, Y. X.; Casarini, D.; Cerioni, G.; Rappoport, Z. J. Phys. Org. Chem. 2003, 16, 525.
9. Song, J. Unpublished results.
10. Basheer, A.; Rappoport, Z. Kyushu International Symposium on Physical Organic Chemistry (KISPOC XI), Fukuoka, Japan, September 12-15, 2005; Abstr. O 01, pp 1-2.
11. Allen, F. H.; Kennard, O.; Watson, D. G.; Brammer, L.; Orpen, A. G.; Taylor, R. J. Chem. Soc., Perkin Trans. 2 1987, S1.
12. Lei, Y. X.; Casarini, D.; Cerioni, G.; Rappoport, Z. J. Org. Chem. 2003, 68, 947.
13. Rappoport, Z.; Basheer, A. 17th IUPAC Conference on Physical Organic Chemistry, Shanghai, China, August 15-20, 2004; Abstr. IL-10, p 84.
14. Basheer, A.; Rappoport, Z. Unpublished results.
15. Gilli, G.; Bertolasi, V. In The Chemistry of Enols; Rappoport, Z., Ed.; Wiley: Chichester, UK, 1990; Chapter 13, pp 725-726.