Stereoselective preparation of N-alkyl dipeptide analogues via dynamic kinetic resolution of α-halo acyl amino esters

Bulletin of the Korean Chemical Society

Volumn 27, Issue 3, 2006, Pages 447-449

  Shin, Eun Kyoung ^a   Chang, Ji Yeon ^a   Hyun, Jung Kim ^a   Kim, Yongtae ^a   Yong, Sun Park ^a  

^a Konkuk University   (South Korea)

Author keywords

Asymmetric syntheses; Chiral auxiliary; Dynamic kinetic resolution; Nucleophilic substitution; Peptidomimetics

Indexed keywords

EID: 33645216187     PISSN: 02532964     EISSN: 12295949     Source Type: Journal    
DOI: 10.5012/bkcs.2006.27.3.447     Document Type: Article

References (17)

1. (a) Kim, H. J.; Shin, E.-k.; Chang, J.-y.; Kim, Y.; Park, Y. S. Tetrahedron Lett. 2005, 46, 4115.
2. (b) Kiau, S.; Discordia, R. P.; Madding, G.; Okuniewicz, F. J.; Rosso, V.; Venit, J. J. J. Org. Chem. 2004, 69, 4256.
3. (c) Valenrod, Y.; Myung, J.; Ben, R. N. Tetrahedron Lett. 2004, 45, 2545.
4. (d) Nam, J.; Lee, S.-k.; Park, Y. S. Tetrahedron 2003, 59, 2397.
5. (e) Nam, J.; Lee, S.-k.; Kim, K. Y.; Park, Y. S. Tetrahedron Lett. 2002, 43, 8253.
6. (f) Lee, S.-k.; Nam, J.; Park, Y. S. Synlett 2002, 790.
7. (g) Caddick, S.; Afonso, C. A. M.; Candeias, S. X.; Hitchcock, P. B.; Jenkins, K.; Murtagh, L.; Pardoe, D.; Santos, A. G.; Treweeke, N. R.; Weaving, R. Tetrahedron 2001, 57, 6589.
8. (h) Lee, S.-k.; Lee, S. Y.; Park, Y. S. Synlett 2001, 1941.
9. (i) Ben, R. N.; Durst, T. J. Org. Chem. 1999, 64, 7700.
10. (j) Kubo, A.; Kubota, H.; Takahashi, M.; Nunami, K. J. Org. Chem. 1997, 62, 5830.
11. (k) Ward, R. S.; Pelter, A.; Goubet, D.; Pritchard, M. C. Tetrahedron: Asymmetry 1995, 6, 93.
12. (a) Chang, J.-y.; Shin, E.-k.; Kim, H. J.; Kim, Y.; Park, Y. S. Bull. Korean Chem. Soc. 2005, 26, 989.
13. (b) Chang, J.-y.; Shin, E.-k.; Kim, H. J.; Kim, Y.; Park, Y. S. Tetrahedron 2005, 61, 2743.
14. (c) Kim, H. J.; Chang, J.-y.; Shin, E.-k.; Park, Y. S. Bull. Korean Chem. Soc. 2005, 26, 273.
15. (d) Nam, J.; Chang, J.-y.; Shin, E.-k.; Kim, H. J.; Kim, Y.; Jang, S.; Park, Y. S. Tetrahedron 2004, 60, 6311.
16. (e) Nam, J.; Chang, J.-Y.; Hahm, K.-S.; Park, Y. S. Tetrahedron Lett. 2003, 44, 7727.
17. 2 The absolute configurations of other products reported here are provisionally assigned by analogy.