Investigation of the Yamaguchi esterification mechanism. Synthesis of a Lux-S enzyme inhibitor using an improved esterification method

Organic Letters

Volumn 8, Issue 1, 2006, Pages 47-50

  Dhimitruka, Ilirian ^a   SantaLucia Jr , John ^b  

^a OHIO STATE UNIVERSITY   (United States)

^b WAYNE STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ENZYME INHIBITOR;

ARTICLE; ESTERIFICATION; SYNTHESIS;

ENZYME INHIBITORS; ESTERIFICATION;

EID: 30944449074     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0524048     Document Type: Article

References (19)

1. Larock, R. C. Comprehensive Organic Transformation; Wiley-VCH: New York, London, 1999.
2. Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, U.K., 1991; Vol. 6, p 309.
3. Comprehensive Organic Group Transformation; Katritzky, A. R., Meth-Kohn, O., Rees, C. W., Eds.; Pergamon Press: Oxford, U.K., 1995; Vol. 5, p 182.
4. Ishihara, K.; Ohara, S.; Yamamoto, H. Science 2000, 290, 1140.
5. Ghosh, K. A.; Swanson, L. J. Org. Chem. 2003, 68, 9823.
6. Nagamitsu, T.; Takano, D.; Fukuda, T.; Otoguro, K.; Kuwajima, I.; Harigaya, Y.; Omura, S. Org. Lett. 2004, 6, 1865.
7. Ishihara, K.; Kubota, M.; Kurihara, H.; Yamamoto, H. J. Am. Chem. Soc. 1995, 117, 4413.
8. Ishihara, K.; Kubota, M.; Yamamoto, H. Synlett 1996, 265.
9. Shiina, I.; Miyoshi, S.; Miyashita, M.; Mukaiyama, T. Chem. Lett. 1994, 515.
10. Shiina, I.; Mukaiyama, T. Chem. Lett. 1994, 677.
11. Shiina, I.; Miyashita, M.; Mukaiyama, T. Chem. Lett. 1992, 625.
12. Shiina, I. Tetrahedron 2004, 60, 1587.
13. Inanaga, J.; Hirata, K.; Saeki, H.; Katsuki, T.; Yamaguchi, M. Bull. Chem. Soc. Jpn. 1979, 52, 7, 1989.
14. Dhimitruka, I.; SantaLucia, J., Jr. Synlett 2004, 335.
15. Hikota, M.; Sakurai, Y.; Horita, K.; Yonemitsu, O. Tetrahedron Lett. 1990, 31, 6367.
16. Shiina, I.; Kubota, M.; Oshiumi, H.; Hashizume, M. J. Org. Chem. 2004, 69, 1822.
17. Riley, A. M.; Jenkins, D. J.; Marwood, R. D.; Potter, B. V. L. Carbohydr. Res. 2002, 1067.
18. Pei, D.; Zhu, J. Curr. Opin. Chem. Biol. 2004, 8, 492.
19. Vandeville, A.; Winzer, K.; Heurlier, K.; Tang, C. M.; Hardie, K. R. Nat. Rev. Microbiol. 2005, 3, 383.