Enantioselective metallophosphite-catalyzed C-acylation of nitrones

Journal of the American Chemical Society

Volumn 129, Issue 43, 2007, Pages 12944-12945

  Garrett, Mary R ^a   Tarr, James C ^a   Johnson, Jeffrey S ^a  

^a University of North Carolina at Chapel Hill   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

METALLOPHOSPHITE; NITRONE DERIVATIVE; PHOSPHITE; UNCLASSIFIED DRUG;

ACYLATION; ADDITION REACTION; ARTICLE; ASYMMETRIC SYNTHESIS; CATALYSIS; CHROMATOGRAPHY; CRYSTAL STRUCTURE; ENANTIOMER; ENANTIOSELECTIVITY; ORGANIC CHEMISTRY; OXIDATION REDUCTION REACTION; RACEMIZATION; REACTION ANALYSIS; REACTION OPTIMIZATION; REACTION TIME; STOICHIOMETRY;

ACYLATION; CARBON; CATALYSIS; IMINES; METALS; MOLECULAR STRUCTURE; NITROGEN OXIDES; PHOSPHITES; STEREOISOMERISM;

EID: 35848943272     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja076095n     Document Type: Article

References (17)

1. Sardina, F. J.; Rapoport, H. Chem. Rev. 1996, 96, 1825-1872.
2. Padwa, A.; Dharan, M.; Smolanoff, J.; Wetmore, J., S. I. J. Am. Chem. Soc. 1973, 95, 1954-1961.
3. Kakuuchi, A.; Taguchi, T.; Hanzawa, Y. Tetrahedron Lett. 2001, 42, 1547-1549.
4. Sato, A.; Ito, H.; Okada, M.; Nakamura, Y.; Taguchi, T. Tetrahedron Lett. 2005, 46, 8381-8383.
5. Davis, F. A.; Ramachandar, T.; Lui, H. Org. Lett. 2004, 6, 3393-3395.
6. (a) Murry, J. A.; Frantz, D. E.; Soheili, A.; Tillyer, R.; Grabowski, E. J. J.; Reider, P. J. J. Am. Chem. Soc. 2001, 123, 9696-9697.
7. For related examples, see: (b) Mattson, A. E.; Scheidt, K. A. Org. Lett. 2004, 6, 4363-4366.
8. (c) Li, G.-Q.; Dai, L.-X.; You, S.-L., Chem. Commun. 2007, 852-854.
9. Mennen, S. M.; Gipson, J. D.; Kim, Y. R.; Miller, S. J. J. Am. Chem. Soc. 2005, 127, 1654-1655.
10. Enders, D.; Tedeschi, L.; Bats, J. W. Angew. Chem., Int. Ed. 2000, 39, 4605-4607.
11. Reich, H. J.; Holtan, R. C.; Bolm, C. J. Am. Chem. Soc. 1990, 112, 5609-5617.
12. Linghu, X.; Potnick, J. R.; Johnson, J. S. J. Am. Chem. Soc. 2004, 126, 3070-3071.
13. Nahm, M. R.; Linghu, X.; Potnick, J. R.; Yates, C. M.; White, P. S.; Johnson, J. S. Angew. Chem., Int. Ed. 2005, 44, 2377-2379.
14. Nahm, M. R.; Potnick, J. R.; White, P. S.; Johnson, J. S. J. Am. Chem. Soc. 2006, 128, 2751-2756.
15. Walsh, R. Acc. Chem. Res. 1981, 14, 246-252.
16. Lombardo, M.; Trombini, C. Synthesis 2000, 759-774.
17. Kirby, G. W.; McLean, D. J. Chem. Soc., Perkin Trans. 1 1985, 1443-1445.