Scandium trifluoromethanesulfonate as an extremely active Lewis acid catalyst in acylation of alcohols with acid anhydrides and mixed anhydrides

Journal of Organic Chemistry

Volumn 61, Issue 14, 1996, Pages 4560-4567

  Ishihara, Kazuaki ^a   Kubota, Manabu ^a   Kurihara, Hideki ^a   Yamamoto, Hisashi ^a  

^a NAGOYA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0012615648     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo952237x     Document Type: Article

References (83)

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23. It was previously reported that scandium triflate is a good Lewis acid catalyst for several reactions. Review: (a) Kobayashi, S. Synlett 1994, 689. Meerwein-Ponndorf-Verley-type reductions: (b) Castellani, C. B.; Carugo, O.; Perotti, A.; Sacchi, D.; Invernizzi, A. G.; Vidari, G. J. Mol. Catal. 1993, 85, 65. Aldol and Michael reactions: (c) Kobayashi, S.; Hachiya, I.; Araki, M. Synlett 1993, 472. Diels-Alder reaction: (d) Kobayashi, S.; Hachiya, I.; Ishitani, H. Tetrahedron Lett. 1993, 34, 3755. (e) Kobayashi, S.; Araki, M.; Hachiya, I. J. Org. Chem. 1994, 59, 3758. Allylation: (f) Hachiya, I.; Kobayashi, S. J. Org. Chem. 1993, 58, 6958. Friedel-Crafts acylation: (g) Kawada, A.; Mitamura, S.; Kobayashi, S. Synlett 1994, 545. Reactions of imines: (h) Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233.
24. It was previously reported that scandium triflate is a good Lewis acid catalyst for several reactions. Review: (a) Kobayashi, S. Synlett 1994, 689. Meerwein-Ponndorf-Verley-type reductions: (b) Castellani, C. B.; Carugo, O.; Perotti, A.; Sacchi, D.; Invernizzi, A. G.; Vidari, G. J. Mol. Catal. 1993, 85, 65. Aldol and Michael reactions: (c) Kobayashi, S.; Hachiya, I.; Araki, M. Synlett 1993, 472. Diels-Alder reaction: (d) Kobayashi, S.; Hachiya, I.; Ishitani, H. Tetrahedron Lett. 1993, 34, 3755. (e) Kobayashi, S.; Araki, M.; Hachiya, I. J. Org. Chem. 1994, 59, 3758. Allylation: (f) Hachiya, I.; Kobayashi, S. J. Org. Chem. 1993, 58, 6958. Friedel-Crafts acylation: (g) Kawada, A.; Mitamura, S.; Kobayashi, S. Synlett 1994, 545. Reactions of imines: (h) Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233.
25. It was previously reported that scandium triflate is a good Lewis acid catalyst for several reactions. Review: (a) Kobayashi, S. Synlett 1994, 689. Meerwein-Ponndorf-Verley-type reductions: (b) Castellani, C. B.; Carugo, O.; Perotti, A.; Sacchi, D.; Invernizzi, A. G.; Vidari, G. J. Mol. Catal. 1993, 85, 65. Aldol and Michael reactions: (c) Kobayashi, S.; Hachiya, I.; Araki, M. Synlett 1993, 472. Diels-Alder reaction: (d) Kobayashi, S.; Hachiya, I.; Ishitani, H. Tetrahedron Lett. 1993, 34, 3755. (e) Kobayashi, S.; Araki, M.; Hachiya, I. J. Org. Chem. 1994, 59, 3758. Allylation: (f) Hachiya, I.; Kobayashi, S. J. Org. Chem. 1993, 58, 6958. Friedel-Crafts acylation: (g) Kawada, A.; Mitamura, S.; Kobayashi, S. Synlett 1994, 545. Reactions of imines: (h) Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233.
26. It was previously reported that scandium triflate is a good Lewis acid catalyst for several reactions. Review: (a) Kobayashi, S. Synlett 1994, 689. Meerwein-Ponndorf-Verley-type reductions: (b) Castellani, C. B.; Carugo, O.; Perotti, A.; Sacchi, D.; Invernizzi, A. G.; Vidari, G. J. Mol. Catal. 1993, 85, 65. Aldol and Michael reactions: (c) Kobayashi, S.; Hachiya, I.; Araki, M. Synlett 1993, 472. Diels-Alder reaction: (d) Kobayashi, S.; Hachiya, I.; Ishitani, H. Tetrahedron Lett. 1993, 34, 3755. (e) Kobayashi, S.; Araki, M.; Hachiya, I. J. Org. Chem. 1994, 59, 3758. Allylation: (f) Hachiya, I.; Kobayashi, S. J. Org. Chem. 1993, 58, 6958. Friedel-Crafts acylation: (g) Kawada, A.; Mitamura, S.; Kobayashi, S. Synlett 1994, 545. Reactions of imines: (h) Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233.
27. It was previously reported that scandium triflate is a good Lewis acid catalyst for several reactions. Review: (a) Kobayashi, S. Synlett 1994, 689. Meerwein-Ponndorf-Verley-type reductions: (b) Castellani, C. B.; Carugo, O.; Perotti, A.; Sacchi, D.; Invernizzi, A. G.; Vidari, G. J. Mol. Catal. 1993, 85, 65. Aldol and Michael reactions: (c) Kobayashi, S.; Hachiya, I.; Araki, M. Synlett 1993, 472. Diels-Alder reaction: (d) Kobayashi, S.; Hachiya, I.; Ishitani, H. Tetrahedron Lett. 1993, 34, 3755. (e) Kobayashi, S.; Araki, M.; Hachiya, I. J. Org. Chem. 1994, 59, 3758. Allylation: (f) Hachiya, I.; Kobayashi, S. J. Org. Chem. 1993, 58, 6958. Friedel-Crafts acylation: (g) Kawada, A.; Mitamura, S.; Kobayashi, S. Synlett 1994, 545. Reactions of imines: (h) Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233.
28. It was previously reported that scandium triflate is a good Lewis acid catalyst for several reactions. Review: (a) Kobayashi, S. Synlett 1994, 689. Meerwein-Ponndorf-Verley-type reductions: (b) Castellani, C. B.; Carugo, O.; Perotti, A.; Sacchi, D.; Invernizzi, A. G.; Vidari, G. J. Mol. Catal. 1993, 85, 65. Aldol and Michael reactions: (c) Kobayashi, S.; Hachiya, I.; Araki, M. Synlett 1993, 472. Diels-Alder reaction: (d) Kobayashi, S.; Hachiya, I.; Ishitani, H. Tetrahedron Lett. 1993, 34, 3755. (e) Kobayashi, S.; Araki, M.; Hachiya, I. J. Org. Chem. 1994, 59, 3758. Allylation: (f) Hachiya, I.; Kobayashi, S. J. Org. Chem. 1993, 58, 6958. Friedel-Crafts acylation: (g) Kawada, A.; Mitamura, S.; Kobayashi, S. Synlett 1994, 545. Reactions of imines: (h) Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233.
29. It was previously reported that scandium triflate is a good Lewis acid catalyst for several reactions. Review: (a) Kobayashi, S. Synlett 1994, 689. Meerwein-Ponndorf-Verley-type reductions: (b) Castellani, C. B.; Carugo, O.; Perotti, A.; Sacchi, D.; Invernizzi, A. G.; Vidari, G. J. Mol. Catal. 1993, 85, 65. Aldol and Michael reactions: (c) Kobayashi, S.; Hachiya, I.; Araki, M. Synlett 1993, 472. Diels-Alder reaction: (d) Kobayashi, S.; Hachiya, I.; Ishitani, H. Tetrahedron Lett. 1993, 34, 3755. (e) Kobayashi, S.; Araki, M.; Hachiya, I. J. Org. Chem. 1994, 59, 3758. Allylation: (f) Hachiya, I.; Kobayashi, S. J. Org. Chem. 1993, 58, 6958. Friedel-Crafts acylation: (g) Kawada, A.; Mitamura, S.; Kobayashi, S. Synlett 1994, 545. Reactions of imines: (h) Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233.
30. It was previously reported that scandium triflate is a good Lewis acid catalyst for several reactions. Review: (a) Kobayashi, S. Synlett 1994, 689. Meerwein-Ponndorf-Verley-type reductions: (b) Castellani, C. B.; Carugo, O.; Perotti, A.; Sacchi, D.; Invernizzi, A. G.; Vidari, G. J. Mol. Catal. 1993, 85, 65. Aldol and Michael reactions: (c) Kobayashi, S.; Hachiya, I.; Araki, M. Synlett 1993, 472. Diels-Alder reaction: (d) Kobayashi, S.; Hachiya, I.; Ishitani, H. Tetrahedron Lett. 1993, 34, 3755. (e) Kobayashi, S.; Araki, M.; Hachiya, I. J. Org. Chem. 1994, 59, 3758. Allylation: (f) Hachiya, I.; Kobayashi, S. J. Org. Chem. 1993, 58, 6958. Friedel-Crafts acylation: (g) Kawada, A.; Mitamura, S.; Kobayashi, S. Synlett 1994, 545. Reactions of imines: (h) Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233.
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