A theoretical investigation on the mechanism of the α,α-diphenylprolinol trimethylsilyl ether-catalyzed oxyamination reaction

Tetrahedron Letters

Volumn 50, Issue 7, 2009, Pages 811-813

  Wong, Chiong Teck ^a  

^a INSTITUTE OF HIGH PERFORMANCE COMPUTING   (Singapore)

Author keywords

Ab initio calculations; Aldol reaction; Oxyamination; Reaction mechanisms

Indexed keywords

ALPHA,ALPHA DIPHENYLPROLINOL TRIMETHYLSILYLESTER; ENAMINE; ETHER DERIVATIVE; NITROSO DERIVATIVE; PROLINE; UNCLASSIFIED DRUG;

ALDOL REACTION; AMINATION; ARTICLE; CATALYSIS; CHEMICAL BOND; CHEMICAL STRUCTURE; CHIRALITY; COMPLEX FORMATION; ENANTIOSELECTIVITY;

EID: 58049141868     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.12.012     Document Type: Article

References (18)

1. Guo H.-M., Cheng L., Cun L.-F., Gong L.-Z., Mi A.-Q., and Jiang Y.-Z. Chem. Commun. (2006) 429
2. Kano T., Ueda M., Takai J., and Maruoka K. J. Am. Chem. Soc. 128 (2006) 6046
3. Momiyama N., and Yamamoto H. Org. Lett. 4 (2002) 3579
4. Momiyama N., and Yamamoto H. Angew. Chem., Int. Ed. 41 (2002) 2986
5. Janey J.M. Angew. Chem., Int. Ed. 44 (2005) 4292
6. Momiyama N., and Yamamoto H. J. Am. Chem. Soc. 126 (2004) 5360
7. Palomo C., Vera S., Velilla I., Mielgo A., and Gomez-Bengoa E. Angew. Chem., Int. Ed. 46 (2007) 8054
8. Momiyama N., and Yamamoto H. J. Am. Chem. Soc. 127 (2005) 1080
9. In: Mahrwald R. (Ed). Modern Aldol Reactions Vols. 1-2 (2004), Wiley-VCH, Weinheim
10. Palomo C., Oiarbide M., and Garcia J.M. Chem. Eur. J. 8 (2002) 36
11. List B., Hoang L., and Martin H.J. Proc. Natl. Acad. Sci. U.S.A. 101 (2004) 5839
12. Hoang L., Bahmanyar S., Houk K.N., and List B. J. Am. Chem. Soc. 125 (2003) 16
13. Clemente F.R., and Houk K.N. Angew. Chem., Int. Ed. 43 (2004) 5766
14. Bahmanyar S., Houk K.N., Martin H.J., and List B. J. Am. Chem. Soc. 125 (2003) 2475
15. Rankin K.N., Gauld J.W., and Boyd R.J. J. Phys. Chem. A 106 (2002) 5155
16. Arno M., and Domingo L.R. Theor. Chem. Acc. 108 (2002) 232
17. Bahmanyar S., and Houk K.N. J. Am. Chem. Soc. 123 (2001) 11273
18. Bahmanyar S., and Houk K.N. J. Am. Chem. Soc. 123 (2001) 12911