Chemistry with and around thioacids

Phosphorus, Sulfur and Silicon and the Related Elements

Volumn 186, Issue 5, 2011, Pages 1005-1018

  Sasaki, Kaname ^a   Aubry, Sylvain ^a   Crich, David ^a  

^a CNRS   (France)

Author keywords

Peptides; Thioacids; Thioesters

Indexed keywords

EID: 79960549164     PISSN: 10426507     EISSN: 15635325     Source Type: Journal    
DOI: 10.1080/10426507.2010.520282     Document Type: Conference Paper

References (33)

1. Kato, S.; Kawahara, Y.; Kageyama, H.; Yamada, R.; Niyomura, O.; Murai, T.; Kanda, T. J. Am. Chem. Soc. 1996, 118, 1262-1267.
2. Kato, S.; Murai, T. In: The Chemistry of Acid Derivatives; S. Patai (Ed.), Wiley: Chichester, 1992; Vol. 2, pp. 803-847.
3. Niyomura, O.; Kato, S. Top. Curr. Chem. 2005, 251, 1-12.
4. Bauer, W.; Kühlein, K. In: Methoden der Organischen Chemie, 4th Ed; Carbonsäure und Carbonsäure Derivate; J. Falbe (Ed.), Thieme: Stuttgart, Germany, 1985; Vol. 1, pp. 832-890.
5. Hadad, C. M.; Rablen, P. R.; Wiberg, K. B. J. Org. Chem. 1998, 63, 8668-8681.
6. Scheithauer, S.; Mayer, R. Top. Sulfur Chem. 1979, 4, 1-373.
7. Messeri, T.; Sternbach, D. D.; Tomkinson, N. C. O. Tetrahedron Lett. 1998, 39, 1673-1676.
8. Messeri, T.; Sternbach, D. D.; Tomkinson, N. C. O. Tetrahedron Lett. 1998, 39, 1669-1672.
9. Shangguan, N.; Katukojvala, S.; Greenberg, R.; Williams, L. J. J. Am. Chem. Soc. 2003, 125, 7754-7755.
10. Kolakowski, R. V.; Shangguan, N.; Sauers, R. R.; Williams, L. J. J. Am. Chem. Soc. 2006, 128, 5695-5702.
11. Merkx, R.; Brouwer, A. R.; Rijkers, D. T. S.; Liskamp, R. M. J. Org. Lett. 2005, 7, 1125-1128.
12. Hakimelahi, G. H.; Just, G. Tetrahedron Lett. 1980, 21, 2119-2122.
13. Crich, D.; Banerjee, A. J. Am. Chem. Soc. 2007, 129, 10064-10065.
14. Crich, D.; Krishnamurthy, V.; Brebion, F.; Karatholuvhu, M.; Subramanian, V.; Hutton, T. K. J. Am. Chem. Soc. 2007, 129, 10282-10294.
15. Kan, T.; Fukuyama, T. Chem. Commun. 2004, 353-359.
16. Crich, D.; Sana, K.; Guo, S. Org. Lett. 2007, 9, 4423-4426.
17. Crich, D.; Sharma, I. Angew. Chem. Int. Ed. 2009, 48, 2355-2358.
18. For previous studies on the activation of thioacids and dithioacids with Mukaiyama's reagent see (a) Masumoto, H.; Tsutumi, H.; Kanda, T.; Komada, M.; Murai, T.; Kato, S. Sulfur Letters 1989, 10, 103-115
19. (b) Kato, S.; Masumoto, H.; Ikeda, S.-I.; Itoh, M.; Murai, T.; Ishihara, H. Z. Chem. 1990, 30, 67-69;
20. (c) Kato, S.; Masumoto, H.; Kimura, M.; Murai, T.; Ishida, M. Synthesis 1987, 304-306.
21. Li, P.; Xu, J.-C. Tetrahedron 2000, 56, 8119-8131.
22. Crich, D.; Sana, K. J. Org. Chem. 2009, 74, 7383-7388.
23. Sasaki, K.; Crich, D. Org. Lett. 2010, 12, 3254-3257.
24. Crich, D.; Sharma, I. Angew. Chem. Int. Ed. 2009, 48, 7591-7594.
25. Kricheldorf, H. R.; Leppert, E. Makromol. Chem. 1973, 167, 47-68.
26. Crich, D.; Sasaki, K. Org. Lett. 2009, 11, 3514-3517.
27. Mapp, A. K.; Ansari, A. Z.; Ptashne, M.; Dervan, P. B. Proc. Natl. Acad. Sci. USA 2000, 97, 3930-3935.
28. Mapp, A. K.; Dervan, P. B. Tetrahedron Lett. 2000, 41, 9451-9454.
29. Crich, D.; Bowers, A. A. Org. Lett. 2007, 9, 5323-5325.
30. Crich, D.; Sasaki, K.; Rahaman, M. Y.; Bowers, A. A. J. Org. Chem. 2009, 74, 3886-3893.
31. Crich, D.; Rahaman, M. Y. J. Org. Chem. 2009, 74, 6792-6796.
32. Crich, D.; Rahaman, M. Y. Tetrahedron 2010, 66, 6383-6390.
33. Yang, C.-P.; Su, C.-S. J. Org. Chem. 1986, 51, 5186-5191.