Scandium Trifluoromethanesulfonate as an Extremely Active Acylation Catalyst

Journal of the American Chemical Society

Volumn 117, Issue 15, 1995, Pages 4413-4414

  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: 85011245852     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00120a030     Document Type: Editorial

References (18)

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8. Larock, R. C. Comprehensive Organic Transformations; VCH Publishers, Inc.: New York, 1989; p 980.
9. 2-catalyzed acetylation of alcohols with acetic anhydride was reported. Iqbal, J.; Srivastava, R. R. J. Org. Chem. 1992, 57, 2001.
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11. Miyashita, M.; Shina, I.; Miyoshi, S.; Mukaiyama, T. Bull. Chem. Soc. Jpn. 1993, 66, 1516 and references cited therein.
12. It was earlier reported that scandium triflate is a good Lewis acid catalyst for several reactions. Meerwein-Ponndorf—Verley type reductions:(a)Castellani, C. B.; Carugo, O.; Perotti, A.; Sacchi, D.; Invernizzi, A. G.; Vidari, G. J. Mol. Catal. 1993, 85, 65. Aldol and Michel reactions
13. Kobayashi, S.; Hachiya, I.; Araki, M. Synlett 1993, 472. Diels-Alder reaction
14. Kobayashi, S.; Hachiya, I.; Ishitani, H. Tetrahedron Lett. 1993, 34, 3755.
15. Kobayashi, S.; Araki, M.; Hachiya, I. J. Org. Chem. 1994, 59, 3758. Allylation
16. Hachiya, I.; Kobayashi, S. J. Org. Chem. 1993, 58, 6958. Friedel-Crafts acylation
17. Kawada, A.; Mitamura, S.; Kobayashi, S. Synlett 1994, 545.
18. For a reference on esterification of alcohols with mixed anhydrides, see: Inanaga, J.; Hirata, K.; Saeki, T.; Katsuki, T.; Yamaguchi, M. Bull. Chem. Soc. Jpn. 1979. 52. 1989.