Scandium(III) Triflate Catalyzed Friedel-Crafts Alkylation with Benzyl and Allyl Alcohols

Synlett

Volumn 1996, Issue 6, 1996, Pages 557-559

  Tsuchimoto, Teruhisa ^a   Tobita, Kazuo ^b   Hiyama, Tamejiro ^a   Fukuzawa, Shin Ichi ^b  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

^b CHUO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0040753494     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-5498     Document Type: Article

References (34)

1. Olah, G. A. Friedel-Crafts and Related Reactions, Wiley-Interscience: New York, 1964; Vol. II, Part 1.
2. Roberts, R. M.; Khalaf, A. A. Friedel-Crafts Alkylation Chemistry. A Century of Discovery, Dekker: New York, 1984.
3. Olah, G. A.; Krishnamurti, R.; Prakash, G. K. S. Friedel-Crafts Alkylations in Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.; Pergamon Press: Oxford, 1991.
4. For a pharmacologically important intramolecular Friedel-Crafts benzylation reaction, see; Yamamoto, T.; Fukumoto, M.; Sakaue, N.; Furusawa, T.; Tashiro, M. Synthesis 1991, 699.
5. Kobayashi, S. Chem. Lett. 1991, 2187. Kobayashi, S.; Hachiya, I. Tetrahedron Lett. 1992, 33, 1625. Hachiya, I.; Kobayashi, S. J. Org. Chem. 1993, 58, 6958. Kobayashi, S.; Ishitani, H. J. Chem. Soc., Chem. Commun. 1995, 1379. Mikami, K.; Kotera, O.; Motoyama, Y.; Sakaguchi, H. Synlett 1995, 975. Fujiwara, K.; Tokiwano, T.; Murai, A. Tetrahedron Lett. 1995, 36, 8063. For a review, see: Kobayashi, S. Synlett 1994, 689.
6. Kobayashi, S. Chem. Lett. 1991, 2187. Kobayashi, S.; Hachiya, I. Tetrahedron Lett. 1992, 33, 1625. Hachiya, I.; Kobayashi, S. J. Org. Chem. 1993, 58, 6958. Kobayashi, S.; Ishitani, H. J. Chem. Soc., Chem. Commun. 1995, 1379. Mikami, K.; Kotera, O.; Motoyama, Y.; Sakaguchi, H. Synlett 1995, 975. Fujiwara, K.; Tokiwano, T.; Murai, A. Tetrahedron Lett. 1995, 36, 8063. For a review, see: Kobayashi, S. Synlett 1994, 689.
7. Kobayashi, S. Chem. Lett. 1991, 2187. Kobayashi, S.; Hachiya, I. Tetrahedron Lett. 1992, 33, 1625. Hachiya, I.; Kobayashi, S. J. Org. Chem. 1993, 58, 6958. Kobayashi, S.; Ishitani, H. J. Chem. Soc., Chem. Commun. 1995, 1379. Mikami, K.; Kotera, O.; Motoyama, Y.; Sakaguchi, H. Synlett 1995, 975. Fujiwara, K.; Tokiwano, T.; Murai, A. Tetrahedron Lett. 1995, 36, 8063. For a review, see: Kobayashi, S. Synlett 1994, 689.
8. Kobayashi, S. Chem. Lett. 1991, 2187. Kobayashi, S.; Hachiya, I. Tetrahedron Lett. 1992, 33, 1625. Hachiya, I.; Kobayashi, S. J. Org. Chem. 1993, 58, 6958. Kobayashi, S.; Ishitani, H. J. Chem. Soc., Chem. Commun. 1995, 1379. Mikami, K.; Kotera, O.; Motoyama, Y.; Sakaguchi, H. Synlett 1995, 975. Fujiwara, K.; Tokiwano, T.; Murai, A. Tetrahedron Lett. 1995, 36, 8063. For a review, see: Kobayashi, S. Synlett 1994, 689.
9. Kobayashi, S. Chem. Lett. 1991, 2187. Kobayashi, S.; Hachiya, I. Tetrahedron Lett. 1992, 33, 1625. Hachiya, I.; Kobayashi, S. J. Org. Chem. 1993, 58, 6958. Kobayashi, S.; Ishitani, H. J. Chem. Soc., Chem. Commun. 1995, 1379. Mikami, K.; Kotera, O.; Motoyama, Y.; Sakaguchi, H. Synlett 1995, 975. Fujiwara, K.; Tokiwano, T.; Murai, A. Tetrahedron Lett. 1995, 36, 8063. For a review, see: Kobayashi, S. Synlett 1994, 689.
10. Kobayashi, S. Chem. Lett. 1991, 2187. Kobayashi, S.; Hachiya, I. Tetrahedron Lett. 1992, 33, 1625. Hachiya, I.; Kobayashi, S. J. Org. Chem. 1993, 58, 6958. Kobayashi, S.; Ishitani, H. J. Chem. Soc., Chem. Commun. 1995, 1379. Mikami, K.; Kotera, O.; Motoyama, Y.; Sakaguchi, H. Synlett 1995, 975. Fujiwara, K.; Tokiwano, T.; Murai, A. Tetrahedron Lett. 1995, 36, 8063. For a review, see: Kobayashi, S. Synlett 1994, 689.
11. Kobayashi, S. Chem. Lett. 1991, 2187. Kobayashi, S.; Hachiya, I. Tetrahedron Lett. 1992, 33, 1625. Hachiya, I.; Kobayashi, S. J. Org. Chem. 1993, 58, 6958. Kobayashi, S.; Ishitani, H. J. Chem. Soc., Chem. Commun. 1995, 1379. Mikami, K.; Kotera, O.; Motoyama, Y.; Sakaguchi, H. Synlett 1995, 975. Fujiwara, K.; Tokiwano, T.; Murai, A. Tetrahedron Lett. 1995, 36, 8063. For a review, see: Kobayashi, S. Synlett 1994, 689.
12. For selected references on some organic reactions using lanthanide(III) triflate, see: Forsberg, J. H.; Spaziano, V. T.; Balasubramanian, T. M.; Liu, G. K.; Kinsley, S. A.; Duckworth, C. A.; Poteruca, J. J.; Brown, P. S.; Miller, J. L. J. Org. Chem. 1987, 52, 1017. Kobayashi, S.; Hachiya, I.; Takahori, T.; Araki, M.; Ishitani, H. Tetrahedron Lett. 1992, 33, 6815. Inanaga, J.; Yokoyama, Y.; Hanamoto, T. Tetrahedron Lett. 1993, 34, 2791. Fukuzawa, S.; Tsuchimoto, T.; Kanai, T. Bull. Chem. Soc. Jpn. 1994, 67, 2227. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc. Perkin Trans 1 1994, 2597. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1995, 1021. Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233. Kobayashi, S.; Moriwaki, M.; Hachiya, I. Synlett 1955, 1153. Kobayashi, S.; Ishitani, H.; Nagayama, S. Synthesis 1995, 1195. Ishihara, K.; Kubota, M.; Kurihara, H.; Yamamoto, H. J. Am. Chem. Soc. 1995, 117, 4413. Kobayashi, S.; Ishitani, H.; Nagayama, S. Chem. Lett. 1995, 423. Kobayashi, S.; Araki, M.; Yasuda, M. Tetrahedron Lett. 1995, 36, 5773.
13. For selected references on some organic reactions using lanthanide(III) triflate, see: Forsberg, J. H.; Spaziano, V. T.; Balasubramanian, T. M.; Liu, G. K.; Kinsley, S. A.; Duckworth, C. A.; Poteruca, J. J.; Brown, P. S.; Miller, J. L. J. Org. Chem. 1987, 52, 1017. Kobayashi, S.; Hachiya, I.; Takahori, T.; Araki, M.; Ishitani, H. Tetrahedron Lett. 1992, 33, 6815. Inanaga, J.; Yokoyama, Y.; Hanamoto, T. Tetrahedron Lett. 1993, 34, 2791. Fukuzawa, S.; Tsuchimoto, T.; Kanai, T. Bull. Chem. Soc. Jpn. 1994, 67, 2227. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc. Perkin Trans 1 1994, 2597. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1995, 1021. Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233. Kobayashi, S.; Moriwaki, M.; Hachiya, I. Synlett 1955, 1153. Kobayashi, S.; Ishitani, H.; Nagayama, S. Synthesis 1995, 1195. Ishihara, K.; Kubota, M.; Kurihara, H.; Yamamoto, H. J. Am. Chem. Soc. 1995, 117, 4413. Kobayashi, S.; Ishitani, H.; Nagayama, S. Chem. Lett. 1995, 423. Kobayashi, S.; Araki, M.; Yasuda, M. Tetrahedron Lett. 1995, 36, 5773.
14. For selected references on some organic reactions using lanthanide(III) triflate, see: Forsberg, J. H.; Spaziano, V. T.; Balasubramanian, T. M.; Liu, G. K.; Kinsley, S. A.; Duckworth, C. A.; Poteruca, J. J.; Brown, P. S.; Miller, J. L. J. Org. Chem. 1987, 52, 1017. Kobayashi, S.; Hachiya, I.; Takahori, T.; Araki, M.; Ishitani, H. Tetrahedron Lett. 1992, 33, 6815. Inanaga, J.; Yokoyama, Y.; Hanamoto, T. Tetrahedron Lett. 1993, 34, 2791. Fukuzawa, S.; Tsuchimoto, T.; Kanai, T. Bull. Chem. Soc. Jpn. 1994, 67, 2227. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc. Perkin Trans 1 1994, 2597. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1995, 1021. Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233. Kobayashi, S.; Moriwaki, M.; Hachiya, I. Synlett 1955, 1153. Kobayashi, S.; Ishitani, H.; Nagayama, S. Synthesis 1995, 1195. Ishihara, K.; Kubota, M.; Kurihara, H.; Yamamoto, H. J. Am. Chem. Soc. 1995, 117, 4413. Kobayashi, S.; Ishitani, H.; Nagayama, S. Chem. Lett. 1995, 423. Kobayashi, S.; Araki, M.; Yasuda, M. Tetrahedron Lett. 1995, 36, 5773.
15. For selected references on some organic reactions using lanthanide(III) triflate, see: Forsberg, J. H.; Spaziano, V. T.; Balasubramanian, T. M.; Liu, G. K.; Kinsley, S. A.; Duckworth, C. A.; Poteruca, J. J.; Brown, P. S.; Miller, J. L. J. Org. Chem. 1987, 52, 1017. Kobayashi, S.; Hachiya, I.; Takahori, T.; Araki, M.; Ishitani, H. Tetrahedron Lett. 1992, 33, 6815. Inanaga, J.; Yokoyama, Y.; Hanamoto, T. Tetrahedron Lett. 1993, 34, 2791. Fukuzawa, S.; Tsuchimoto, T.; Kanai, T. Bull. Chem. Soc. Jpn. 1994, 67, 2227. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc. Perkin Trans 1 1994, 2597. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1995, 1021. Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233. Kobayashi, S.; Moriwaki, M.; Hachiya, I. Synlett 1955, 1153. Kobayashi, S.; Ishitani, H.; Nagayama, S. Synthesis 1995, 1195. Ishihara, K.; Kubota, M.; Kurihara, H.; Yamamoto, H. J. Am. Chem. Soc. 1995, 117, 4413. Kobayashi, S.; Ishitani, H.; Nagayama, S. Chem. Lett. 1995, 423. Kobayashi, S.; Araki, M.; Yasuda, M. Tetrahedron Lett. 1995, 36, 5773.
16. For selected references on some organic reactions using lanthanide(III) triflate, see: Forsberg, J. H.; Spaziano, V. T.; Balasubramanian, T. M.; Liu, G. K.; Kinsley, S. A.; Duckworth, C. A.; Poteruca, J. J.; Brown, P. S.; Miller, J. L. J. Org. Chem. 1987, 52, 1017. Kobayashi, S.; Hachiya, I.; Takahori, T.; Araki, M.; Ishitani, H. Tetrahedron Lett. 1992, 33, 6815. Inanaga, J.; Yokoyama, Y.; Hanamoto, T. Tetrahedron Lett. 1993, 34, 2791. Fukuzawa, S.; Tsuchimoto, T.; Kanai, T. Bull. Chem. Soc. Jpn. 1994, 67, 2227. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc. Perkin Trans 1 1994, 2597. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1995, 1021. Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233. Kobayashi, S.; Moriwaki, M.; Hachiya, I. Synlett 1955, 1153. Kobayashi, S.; Ishitani, H.; Nagayama, S. Synthesis 1995, 1195. Ishihara, K.; Kubota, M.; Kurihara, H.; Yamamoto, H. J. Am. Chem. Soc. 1995, 117, 4413. Kobayashi, S.; Ishitani, H.; Nagayama, S. Chem. Lett. 1995, 423. Kobayashi, S.; Araki, M.; Yasuda, M. Tetrahedron Lett. 1995, 36, 5773.
17. For selected references on some organic reactions using lanthanide(III) triflate, see: Forsberg, J. H.; Spaziano, V. T.; Balasubramanian, T. M.; Liu, G. K.; Kinsley, S. A.; Duckworth, C. A.; Poteruca, J. J.; Brown, P. S.; Miller, J. L. J. Org. Chem. 1987, 52, 1017. Kobayashi, S.; Hachiya, I.; Takahori, T.; Araki, M.; Ishitani, H. Tetrahedron Lett. 1992, 33, 6815. Inanaga, J.; Yokoyama, Y.; Hanamoto, T. Tetrahedron Lett. 1993, 34, 2791. Fukuzawa, S.; Tsuchimoto, T.; Kanai, T. Bull. Chem. Soc. Jpn. 1994, 67, 2227. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc. Perkin Trans 1 1994, 2597. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1995, 1021. Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233. Kobayashi, S.; Moriwaki, M.; Hachiya, I. Synlett 1955, 1153. Kobayashi, S.; Ishitani, H.; Nagayama, S. Synthesis 1995, 1195. Ishihara, K.; Kubota, M.; Kurihara, H.; Yamamoto, H. J. Am. Chem. Soc. 1995, 117, 4413. Kobayashi, S.; Ishitani, H.; Nagayama, S. Chem. Lett. 1995, 423. Kobayashi, S.; Araki, M.; Yasuda, M. Tetrahedron Lett. 1995, 36, 5773.
18. For selected references on some organic reactions using lanthanide(III) triflate, see: Forsberg, J. H.; Spaziano, V. T.; Balasubramanian, T. M.; Liu, G. K.; Kinsley, S. A.; Duckworth, C. A.; Poteruca, J. J.; Brown, P. S.; Miller, J. L. J. Org. Chem. 1987, 52, 1017. Kobayashi, S.; Hachiya, I.; Takahori, T.; Araki, M.; Ishitani, H. Tetrahedron Lett. 1992, 33, 6815. Inanaga, J.; Yokoyama, Y.; Hanamoto, T. Tetrahedron Lett. 1993, 34, 2791. Fukuzawa, S.; Tsuchimoto, T.; Kanai, T. Bull. Chem. Soc. Jpn. 1994, 67, 2227. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc. Perkin Trans 1 1994, 2597. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1995, 1021. Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233. Kobayashi, S.; Moriwaki, M.; Hachiya, I. Synlett 1955, 1153. Kobayashi, S.; Ishitani, H.; Nagayama, S. Synthesis 1995, 1195. Ishihara, K.; Kubota, M.; Kurihara, H.; Yamamoto, H. J. Am. Chem. Soc. 1995, 117, 4413. Kobayashi, S.; Ishitani, H.; Nagayama, S. Chem. Lett. 1995, 423. Kobayashi, S.; Araki, M.; Yasuda, M. Tetrahedron Lett. 1995, 36, 5773.
19. For selected references on some organic reactions using lanthanide(III) triflate, see: Forsberg, J. H.; Spaziano, V. T.; Balasubramanian, T. M.; Liu, G. K.; Kinsley, S. A.; Duckworth, C. A.; Poteruca, J. J.; Brown, P. S.; Miller, J. L. J. Org. Chem. 1987, 52, 1017. Kobayashi, S.; Hachiya, I.; Takahori, T.; Araki, M.; Ishitani, H. Tetrahedron Lett. 1992, 33, 6815. Inanaga, J.; Yokoyama, Y.; Hanamoto, T. Tetrahedron Lett. 1993, 34, 2791. Fukuzawa, S.; Tsuchimoto, T.; Kanai, T. Bull. Chem. Soc. Jpn. 1994, 67, 2227. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc. Perkin Trans 1 1994, 2597. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1995, 1021. Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233. Kobayashi, S.; Moriwaki, M.; Hachiya, I. Synlett 1955, 1153. Kobayashi, S.; Ishitani, H.; Nagayama, S. Synthesis 1995, 1195. Ishihara, K.; Kubota, M.; Kurihara, H.; Yamamoto, H. J. Am. Chem. Soc. 1995, 117, 4413. Kobayashi, S.; Ishitani, H.; Nagayama, S. Chem. Lett. 1995, 423. Kobayashi, S.; Araki, M.; Yasuda, M. Tetrahedron Lett. 1995, 36, 5773.
20. For selected references on some organic reactions using lanthanide(III) triflate, see: Forsberg, J. H.; Spaziano, V. T.; Balasubramanian, T. M.; Liu, G. K.; Kinsley, S. A.; Duckworth, C. A.; Poteruca, J. J.; Brown, P. S.; Miller, J. L. J. Org. Chem. 1987, 52, 1017. Kobayashi, S.; Hachiya, I.; Takahori, T.; Araki, M.; Ishitani, H. Tetrahedron Lett. 1992, 33, 6815. Inanaga, J.; Yokoyama, Y.; Hanamoto, T. Tetrahedron Lett. 1993, 34, 2791. Fukuzawa, S.; Tsuchimoto, T.; Kanai, T. Bull. Chem. Soc. Jpn. 1994, 67, 2227. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc. Perkin Trans 1 1994, 2597. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1995, 1021. Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233. Kobayashi, S.; Moriwaki, M.; Hachiya, I. Synlett 1955, 1153. Kobayashi, S.; Ishitani, H.; Nagayama, S. Synthesis 1995, 1195. Ishihara, K.; Kubota, M.; Kurihara, H.; Yamamoto, H. J. Am. Chem. Soc. 1995, 117, 4413. Kobayashi, S.; Ishitani, H.; Nagayama, S. Chem. Lett. 1995, 423. Kobayashi, S.; Araki, M.; Yasuda, M. Tetrahedron Lett. 1995, 36, 5773.
21. For selected references on some organic reactions using lanthanide(III) triflate, see: Forsberg, J. H.; Spaziano, V. T.; Balasubramanian, T. M.; Liu, G. K.; Kinsley, S. A.; Duckworth, C. A.; Poteruca, J. J.; Brown, P. S.; Miller, J. L. J. Org. Chem. 1987, 52, 1017. Kobayashi, S.; Hachiya, I.; Takahori, T.; Araki, M.; Ishitani, H. Tetrahedron Lett. 1992, 33, 6815. Inanaga, J.; Yokoyama, Y.; Hanamoto, T. Tetrahedron Lett. 1993, 34, 2791. Fukuzawa, S.; Tsuchimoto, T.; Kanai, T. Bull. Chem. Soc. Jpn. 1994, 67, 2227. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc. Perkin Trans 1 1994, 2597. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1995, 1021. Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233. Kobayashi, S.; Moriwaki, M.; Hachiya, I. Synlett 1955, 1153. Kobayashi, S.; Ishitani, H.; Nagayama, S. Synthesis 1995, 1195. Ishihara, K.; Kubota, M.; Kurihara, H.; Yamamoto, H. J. Am. Chem. Soc. 1995, 117, 4413. Kobayashi, S.; Ishitani, H.; Nagayama, S. Chem. Lett. 1995, 423. Kobayashi, S.; Araki, M.; Yasuda, M. Tetrahedron Lett. 1995, 36, 5773.
22. For selected references on some organic reactions using lanthanide(III) triflate, see: Forsberg, J. H.; Spaziano, V. T.; Balasubramanian, T. M.; Liu, G. K.; Kinsley, S. A.; Duckworth, C. A.; Poteruca, J. J.; Brown, P. S.; Miller, J. L. J. Org. Chem. 1987, 52, 1017. Kobayashi, S.; Hachiya, I.; Takahori, T.; Araki, M.; Ishitani, H. Tetrahedron Lett. 1992, 33, 6815. Inanaga, J.; Yokoyama, Y.; Hanamoto, T. Tetrahedron Lett. 1993, 34, 2791. Fukuzawa, S.; Tsuchimoto, T.; Kanai, T. Bull. Chem. Soc. Jpn. 1994, 67, 2227. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc. Perkin Trans 1 1994, 2597. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1995, 1021. Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233. Kobayashi, S.; Moriwaki, M.; Hachiya, I. Synlett 1955, 1153. Kobayashi, S.; Ishitani, H.; Nagayama, S. Synthesis 1995, 1195. Ishihara, K.; Kubota, M.; Kurihara, H.; Yamamoto, H. J. Am. Chem. Soc. 1995, 117, 4413. Kobayashi, S.; Ishitani, H.; Nagayama, S. Chem. Lett. 1995, 423. Kobayashi, S.; Araki, M.; Yasuda, M. Tetrahedron Lett. 1995, 36, 5773.
23. For selected references on some organic reactions using lanthanide(III) triflate, see: Forsberg, J. H.; Spaziano, V. T.; Balasubramanian, T. M.; Liu, G. K.; Kinsley, S. A.; Duckworth, C. A.; Poteruca, J. J.; Brown, P. S.; Miller, J. L. J. Org. Chem. 1987, 52, 1017. Kobayashi, S.; Hachiya, I.; Takahori, T.; Araki, M.; Ishitani, H. Tetrahedron Lett. 1992, 33, 6815. Inanaga, J.; Yokoyama, Y.; Hanamoto, T. Tetrahedron Lett. 1993, 34, 2791. Fukuzawa, S.; Tsuchimoto, T.; Kanai, T. Bull. Chem. Soc. Jpn. 1994, 67, 2227. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc. Perkin Trans 1 1994, 2597. Meguro, M.; Asao, N.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1995, 1021. Kobayashi, S.; Araki, M.; Ishitani, H.; Nagayama, S.; Hachiya, I. Synlett 1995, 233. Kobayashi, S.; Moriwaki, M.; Hachiya, I. Synlett 1955, 1153. Kobayashi, S.; Ishitani, H.; Nagayama, S. Synthesis 1995, 1195. Ishihara, K.; Kubota, M.; Kurihara, H.; Yamamoto, H. J. Am. Chem. Soc. 1995, 117, 4413. Kobayashi, S.; Ishitani, H.; Nagayama, S. Chem. Lett. 1995, 423. Kobayashi, S.; Araki, M.; Yasuda, M. Tetrahedron Lett. 1995, 36, 5773.
24. Fukuzawa, S.; Tsuchimoto, T.; Hotaka, T.; Hiyama, T. Synlett 1995, 1077.
25. Mine, N.; Fujiwara, Y.; Taniguchi, H. Chem. Lett. 1986, 357.
26. 3 were inactive.
27. 3 as a catalyst scarcely takes place. Kawada, A.; Mitamura, S.; Kobayashi, S. J. Chem. Soc., Chem. Commun. 1993, 435; 1996, 183; Synlett 1994, 545.
28. 3 as a catalyst scarcely takes place. Kawada, A.; Mitamura, S.; Kobayashi, S. J. Chem. Soc., Chem. Commun. 1993, 435; 1996, 183; Synlett 1994, 545.
29. 3 as a catalyst scarcely takes place. Kawada, A.; Mitamura, S.; Kobayashi, S. J. Chem. Soc., Chem. Commun. 1993, 435; 1996, 183; Synlett 1994, 545.
30. 2. Olah, G. A.; Kobayashi, S.; Tashiro, M. J. Am. Chem. Soc. 1972, 94, 7448. Olah, G, A.; Olah, J, A.; Ohyama, T. J. Am. Chem. Soc., 1984, 106, 5284.
31. 2. Olah, G. A.; Kobayashi, S.; Tashiro, M. J. Am. Chem. Soc. 1972, 94, 7448. Olah, G, A.; Olah, J, A.; Ohyama, T. J. Am. Chem. Soc., 1984, 106, 5284.
32. Solid superacid catalyzed benzylation reaction induces the formation of the dehydration products as a by-product. Yamato, T.; Hideshima, C.; Prakash, G. K. S.; Olah, G. A. J. Org. Chem. 1991, 56, 2089. We will report the Friedel-Crafts alkylation reaction catalyzed by Nafion-supported lanthanide elsewhere.
33. 1H NMR spectra of the trans-S by comparing with that of the authentic sample which was prepared by the palladium catalyzed cross coupling reaction of phenyldifluoroethylsilane with the corresponding allyl carbonate. Matsuhashi, H.; Hatanaka, Y.; Kuroboshi, M.; Hiyama, T. Tetrahedron Lett. 1995, 36, 1539. Matsuhashi, H.; Asai, S.; Hiyama, T. unpublished results.
34. 1H NMR spectra of the trans-S by comparing with that of the authentic sample which was prepared by the palladium catalyzed cross coupling reaction of phenyldifluoroethylsilane with the corresponding allyl carbonate. Matsuhashi, H.; Hatanaka, Y.; Kuroboshi, M.; Hiyama, T. Tetrahedron Lett. 1995, 36, 1539. Matsuhashi, H.; Asai, S.; Hiyama, T. unpublished results.