New cleavage approaches to combinatorial synthesis of homoserine lactones

Tetrahedron Letters

Volumn 39, Issue 3-4, 1998, Pages 297-300

  Ko, Dong Hyun ^a   Kim, Dong Jin ^a   Lyu, Chun Seon ^a   Min, In Ki ^a   Moon, Hong Sik ^a  

^a CJ Corporation   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

HOMOSERINE; HYDROXYAMINO ACID; LACTONE;

ARTICLE; CHEMICAL MODIFICATION; CYCLIZATION; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0032518890     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10546-9     Document Type: Article

References (15)

1. 1. Gordon, E. M. ; Barrett, R. W. ; Dower, W. J. ; Fodor, S. P. A. ; Gallop, M. A. J. Med. Chem. 1994,57, 1385.
2. 2. Balkenhohl, F. ; von dem Bussche-Hunnefeld, C. ; Lansky, A. ; Zechel, C. Angew. Chem., Int. Ed, Engl. 1996,35, 2289.
3. 3. Young, J. K. ; Nelson, J. C. ; Moore, J. S. J. Am. Chem. Soc. 1994,116, 10841.
4. 4. Kurth, M. J. ; Randall, L. A. ; Chen, C. ; Melander, C. ; Miller, R. B. ; McAllister, K. ; Reitz, G.; Kang, R. ; Nakatsu, T. ; Green, C. J. Org. Chem. 1994, 59, 5862.
5. 5. Murphy, M. M. ; Schullck, J. R. ; Gordon, E. M. ; Gallop, M. A. J. Am. Chem. Soc. 1995, 117, 7029 ; Moon, H-S. ; Schore, N. E. ; Kurth, M. J. Tetrahedron Lett. 1994, 35, 8915.
6. 5. Murphy, M. M. ; Schullck, J. R. ; Gordon, E. M. ; Gallop, M. A. J. Am. Chem. Soc. 1995, 117, 7029 ; Moon, H-S. ; Schore, N. E. ; Kurth, M. J. Tetrahedron Lett. 1994, 35, 8915.
7. 6. Wang, R. B. J. Am. Chem. Soc. 1972, 95, 1328.
8. 7. Rink, H. Tetrahedron Lett. 1987, 28, 3787.
9. 8. Hirao, A. ; Itsuno, S. ; Hattori, I. ; Yamaguchi, K. ; Nakahama, S. ; Yamazaki, N. J. Chem. Soc., Chem. Commun. 1983, 25.
10. 9. Sucholeiki, I. Tetrahedron Lett. 1994, 35, 7307.
11. 10. Hernandez, A. S. ; Hodges, J. C. J. Org. Chem. 1997, 62, 3153.
12. 11. Bycroft, B. W.; Sewell, H. F.; Stewart, G.; Williams, P. WO 95/01175 , 1995.
13. 12. Gross, E. Witkop, B. J. Biol. Chem. 1962, 237, 1856.
14. t(5i) = 9.16 min.
15. 3, 100 MHz) δ 175.9, 167.7, 145.2, 140, 131.8, 129.1, 128.3, 127.9, 127.4, 66.5, 50, 30.9; GC Rt = 14.941 min [25 m × 0.2 mm × 0.3 μm, 200°C (10° C/min) to 270°C and then isothermal method]. MS m/e(M+) 281.05.