Mild, efficient and highly selective hydrolysis of acetonides with antimony trichloride (supporting information)

Letters in Organic Chemistry

Volumn 3, Issue 4, 2006, Pages 271-274

  Wu, Qinpei ^a   Chen, Wei ^a   Wang, Yuang ^a   Qu, Yunbo ^a   Zhang, Qingshan ^a  

^a BEIJING INSTITUTE OF TECHNOLOGY   (China)

Author keywords

Acetonide; Antimony; Catalysis; Hydrolysis; Lewis acid; Protecting groups

Indexed keywords

EID: 33746159869     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/157017806776114630     Document Type: Article

References (27)

1. Greene, T.W.; Wuts, P.G. Protective groups in Organic Synthesis, 2nd ed.; John Wiley and Sons: New York, 1999.
2. Kocienski, P.J. Protecting Groups; Georg Thieme-Stuttgart: New York, 2004.
3. Whitesell, J.K. Chem. Rev., 1989, 89, 1581.
4. Gerspacher, M.; Rapoport, H. J. Org. Chem., 1991, 56, 3700.
5. Yadav, J.S.; Chander, M.C.; Reddy, K.K. Tetrahedron Lett., 1992, 33, 135.
6. Sukumar, M.; Jacques, V.; Pendri, Y.; Falck, J.R. Tetrahedron Lett., 1986, 27, 2679.
7. White, J.D.; Blakemore, P.R.; Browder, C.C.; Hong, J.; Lincoln, C.M.; Nagornyy, P.A.; Robage, L. A.; Wardrop, D.J. J. Am. Chem. Soc., 2001, 123, 8593.
8. Ahender, G..M.; Ramu, R.; Ramesh, C.; Das, B. Chem. Lett., 2003, 32, 734.
9. Sen, S.E.; Roach, S.C.; Boggs, J.K; Ewing, G.J.; Magrath, J. J. Org. Chem., 1997, 62, 6684.
10. Markó, I.E.; Ates, A.; Gautier, A.; Leroy, B.; Plancher, J.-M.; Quesnel, Y.; Vanherck, J.-C. Angew. Chem. Int. Ed., 1999, 38, 3207.
11. Barone, G.; Bedini, E.; Iadonisi, A.; Manzo, E.; Parrilli, M. Synlett, 2002, 10, 1645.
12. Swamy, N.R.; Venkateswarlu, Y. Yetrahedron Lett., 2002, 43, 7549.
13. Xiao, X.; Bai, D. Synlett, 2001, 4, 535.
14. Carrigan, M.D.; Sarapa, D.; Smith, R.C.; Wieland, L.C.; Mohan, R.S.J. Org. Chem, 2002, 67, 1027.
15. Johnstone, C.; Kerr, W.J.; Scott, J.S. Chem. Commun., 1996, 3, 341.
16. Chen, M.-Y.; Patkar, L.N.; Jan, Mi-D.; Lee, A. S.-Y.; Lin, C.-C. Tetrahedron Lett, 2004, 45, 635.
17. Fernandez, J. G.; Mallet, C.O.; Marin, A.M.; Fuentes, J. Carbohydr. Res., 1995, 274, 263.
18. Mazières, S.; Roux, C.L.; Peyronneau, M.; Gornitzka, H.; Roques, N. Eur. J. Inorg. Chem., 2004, 2823.
19. Francom, P.; Janeba, Z.; Shibuya, S.; Robis, M. J. Org. Chem., 2002, 67, 6788.
20. Sayama, S.; Inamura, Y. Bull. Chem. Soc. Jpn., 1991, 64, 306.
21. Lal, G.S.; Lobach, E.; Evans, A. J. Org. Chem., 2000, 65, 4830.
22. Wang, W.; Shi and, L; Huang, Y. Tetrahedron, 1990, 46, 3315.
23. Ren, P.; Pan, S.; Dong, T.; Wu, S. Synth. Commun., 1995, 25, 3799.
24. Wu, Q.; Wang, Y.; Chen, W.; Wang, H.; Liu, H. Lett. Org. Chem., 2006, 3, 398.
25. Wu, Q.; Wang, Y.; Chen, W.; Liu, H. Synth Commun., 2006, inpress.
26. Rajan, S.C.S. Talanta, 1987, 34, 729.
27. Cordes, E.H.; Bull, H.G. Chem. Rev., 1974, 74, 581.