How to cite this paper
Gilanizadeh, M & Zeynizadeh, B. (2015). 4Å molecular sieves catalyzed ring-opening of epoxides to 1,2-diacetates with acetic anhydride.Current Chemistry Letters, 4(4), 153-158.
Refrences
1. Aggarwal V. K., Harvey J. N., and Richardson J. (2002) Unraveling the mechanism of epoxide formation from sulfur ylides and aldehydes. J. Am. Chem. Soc., 124, 5747-5756.
2. Greene T. W., and Wuts P. G. M. (2006) Protective Groups in Organic Synthesis, 4th ed., Wiley, New York.
3. Evans R. M., Fraser J. B., and Owen L. N. (1949) Dithiols. Part III. Derivatives of polyhydric alcohols. J. Chem. Soc., 248-255.
4. Das B., Saidi Reddy V., and Tehseen F. (2006) A mild, rapid and highly regioselective ring-opening of epoxides and aziridines with acetic anhydride under solvent-free conditions using ammonium-12-molybdophosphate. Tetrahedron Lett., 47, 6865-6868.
5. Yadollahi B., and Kabiri Esfahani F. (2007) Efficient preparation of vic-diacetates from epoxides and acetic anhydride in the presence of iron(III)-substituted polyoxometalate as catalyst. Chem. Lett., 36, 676-677.
6. Gansauer A., and Bluhm H. (1998) Dramatic rate acceleration in titanocene catalyzed epoxide opening: cofactors and Lewis acid co-catalysis. Chem. Commun., 19, 2143-2144.
7. Rahman M. A., and Fraser-Reid B. (1985) Actinobolin via the anomeric effect. J. Am. Chem. Soc. 107, 5576-5578.
8. Swindell C. S., and Patel B. P. (1990) Stereoselective construction of the taxinine AB system through a novel tandem aldol-Payne rearrangement annulations. J. Org. Chem., 55, 3-5.
9. Ali S., and Bittman R. (1988) Facile diacylation of glycidyl tosylate. Chiral synthesis of symmetricchain glycerophospholipids. J. Org. Chem., 53, 5547-5549.
10. Sabitha G., Satheesh Babu R., Rajkumar M., Reddy C. S., and Yadav, J. S. (2001) Highly regioselective ring-opening of epoxides and aziridines using cerium(III) chloride. Tetrahedron Lett., 42, 3955-3958.
11. Zeynizadeh B., and Sadighnia L. (2011) One-pot catalytic conversion of epoxides to 1,2-diacetates with hydride transferring agents in acetic anhydride. Synth. Commun. 41, 637-644.
12. Ramesh P., Niranjan Reddy V. L., Venugopal D., Subrahmanyam M., and Venkateswarlu Y. (2001). Zeolite-catalyzed ring-opening of epoxides to acetylated diols with acetic anhydride. Synth. Commun. 31, 2599–2604.
13. Fan, R. H., and Hou, X. L. (2003) Tributylphosphine-catalyzed ring-opening reaction of epoxides and aziridines with acetic anhydride, Tetrahedron Lett., 44, 4411–4413.
14. Azizi N., Mirmashhori B., and Saidi M. R. (2007) Lithium perchlorate-promoted highly regioselective ring-opening of epoxides under solvent-free conditions. Catal. Commun., 8, 2198–2203.
15. Dalpozzo R., De Nino A., Nardi M., Russo B., and Procopio A. (2006) 1,2-Diacetates by epoxide ring-opening promoted by erbium(III) triflate. Arkivoc, 6, 67–73.
16. Detry J., Rosenbaum T., Lütz S., Hahn D., Jaeger K. E., Müller M., and Eggert T. (2006) ‘Biocatalytic production of enantiopure cyclohexane-trans-1,2-diol using extra cellular lipases from Bacillus subtilis’ Appl. Microbiol. Biotechnol., 72, 1107-1116.
17. Aldrich Catalogue of Fine Chemicals, 2013-2014.
2. Greene T. W., and Wuts P. G. M. (2006) Protective Groups in Organic Synthesis, 4th ed., Wiley, New York.
3. Evans R. M., Fraser J. B., and Owen L. N. (1949) Dithiols. Part III. Derivatives of polyhydric alcohols. J. Chem. Soc., 248-255.
4. Das B., Saidi Reddy V., and Tehseen F. (2006) A mild, rapid and highly regioselective ring-opening of epoxides and aziridines with acetic anhydride under solvent-free conditions using ammonium-12-molybdophosphate. Tetrahedron Lett., 47, 6865-6868.
5. Yadollahi B., and Kabiri Esfahani F. (2007) Efficient preparation of vic-diacetates from epoxides and acetic anhydride in the presence of iron(III)-substituted polyoxometalate as catalyst. Chem. Lett., 36, 676-677.
6. Gansauer A., and Bluhm H. (1998) Dramatic rate acceleration in titanocene catalyzed epoxide opening: cofactors and Lewis acid co-catalysis. Chem. Commun., 19, 2143-2144.
7. Rahman M. A., and Fraser-Reid B. (1985) Actinobolin via the anomeric effect. J. Am. Chem. Soc. 107, 5576-5578.
8. Swindell C. S., and Patel B. P. (1990) Stereoselective construction of the taxinine AB system through a novel tandem aldol-Payne rearrangement annulations. J. Org. Chem., 55, 3-5.
9. Ali S., and Bittman R. (1988) Facile diacylation of glycidyl tosylate. Chiral synthesis of symmetricchain glycerophospholipids. J. Org. Chem., 53, 5547-5549.
10. Sabitha G., Satheesh Babu R., Rajkumar M., Reddy C. S., and Yadav, J. S. (2001) Highly regioselective ring-opening of epoxides and aziridines using cerium(III) chloride. Tetrahedron Lett., 42, 3955-3958.
11. Zeynizadeh B., and Sadighnia L. (2011) One-pot catalytic conversion of epoxides to 1,2-diacetates with hydride transferring agents in acetic anhydride. Synth. Commun. 41, 637-644.
12. Ramesh P., Niranjan Reddy V. L., Venugopal D., Subrahmanyam M., and Venkateswarlu Y. (2001). Zeolite-catalyzed ring-opening of epoxides to acetylated diols with acetic anhydride. Synth. Commun. 31, 2599–2604.
13. Fan, R. H., and Hou, X. L. (2003) Tributylphosphine-catalyzed ring-opening reaction of epoxides and aziridines with acetic anhydride, Tetrahedron Lett., 44, 4411–4413.
14. Azizi N., Mirmashhori B., and Saidi M. R. (2007) Lithium perchlorate-promoted highly regioselective ring-opening of epoxides under solvent-free conditions. Catal. Commun., 8, 2198–2203.
15. Dalpozzo R., De Nino A., Nardi M., Russo B., and Procopio A. (2006) 1,2-Diacetates by epoxide ring-opening promoted by erbium(III) triflate. Arkivoc, 6, 67–73.
16. Detry J., Rosenbaum T., Lütz S., Hahn D., Jaeger K. E., Müller M., and Eggert T. (2006) ‘Biocatalytic production of enantiopure cyclohexane-trans-1,2-diol using extra cellular lipases from Bacillus subtilis’ Appl. Microbiol. Biotechnol., 72, 1107-1116.
17. Aldrich Catalogue of Fine Chemicals, 2013-2014.