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Volumn 68, Issue 7, 2003, Pages 2853-2860

The use of trifluoroacetaldehyde ethyl hemiacetal or hydrate in a simple and practical regioselective synthesis of β-hydroxy-β-trifluoromethyl ketones from enamines and imines

Author keywords

[No Author keywords available]

Indexed keywords

REGIOSELECTIVE SYNTHESIS;

EID: 0037419160     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo026697j     Document Type: Article
Times cited : (45)

References (102)
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    • note
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    • For the reaction with boron enolates, see: (a) Iseki, K.; Kobayashi, Y. Chem. Pharm. Bull. 1996, 44, 2003. (b) Iseki, K.; Oishi, S.; Kobayashi, Y. Tetrahedron 1996, 52, 71. (c) Makino, Y.; Iseki, K.; Oishi, S.; Hirano, T.; Kobayashi, Y. Tetrahedron Lett. 1995, 36, 6527. For the reaction with a lithium enolate, see: (d) Qian, C.-P.; Liu, Y.-Z.; Tomooka, K.; Nakai, T. Organic Synthesis 1999, 76, 151. (e) Qian, C. P.; Nakai, T.; Dixon, D. A.; Smart, B. E. J. Am. Chem. Soc. 1990, 112, 4602. (f) Patel, D. V.; Rielley-Gauvin, K.; Ryono, D. E.; Free, C. A.; Smith, S. A.; Petrillo, E. W. J. Med. Chem. 1993, 36, 2413. (g) Patel, D. V.; Rielley-Gauvin, K.; Ryono, D. E. Tetrahedron Lett. 1988, 29, 4665. (h) Seebach, D.; Juaristi, E.; Miller, D. D.; Schickli, C.; Weber, T. Helv. Chem. Acta 1987, 70, 237. (i) Yamazaki, T.; Takita, K.; Ishikawa, N. Nippon Kagaku Kaishi 1985, 2131. (j) Tius, M. A.; Savariar, S. Tetrahedron Lett. 1985, 26, 3635. For the reaction with a zinc enolate, see: (k) Watanabe, S.; Sakai, Y.; Kitazume, T.; Yamazaki, T. J. Fluorine Chem. 1994, 68, 59. (l) Kitazume, T. Ultrasonics 1990, 28, 322. For the reaction with a nickel enolate, see: (m) Soloshonok, V. A.; Kukhar, V. P.; Galushko, S. V.; Svistunova, N. Y.; Avilov, D. V.; Kuz'mina, N. A.; Raevski, N. I.; Struchkov, Y. T.; Pysarevsky, A. P.; Belokon, Y. N. J. Chem. Soc., Perkin Trans. 1 1993, 3143. For the reaction with ketene silyl acetal, see: (n) Mikami, K.; Yajima, T.; Takasaki, T.; Matsukawa, S.; Terada, M.; Uchimaru, T.; Maruta, M. Tetrahedron 1996, 52, 85. For the reaction with enol silyl ether, see: (o) Ishii, A.; Kojima, J.; Mikami, K. Org. Lett. 1999, 1, 2013. For the reaction with vinyl ether, see: (p) Ishii, K.; Mikami, K. J. Fluorine Chem. 1999, 97, 51. For the reaction with enamines, see: (q) Molines, H.; Wakselman, C. J. Fluorine Chem. 1980, 16, 97.
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    • For the reaction with boron enolates, see: (a) Iseki, K.; Kobayashi, Y. Chem. Pharm. Bull. 1996, 44, 2003. (b) Iseki, K.; Oishi, S.; Kobayashi, Y. Tetrahedron 1996, 52, 71. (c) Makino, Y.; Iseki, K.; Oishi, S.; Hirano, T.; Kobayashi, Y. Tetrahedron Lett. 1995, 36, 6527. For the reaction with a lithium enolate, see: (d) Qian, C.-P.; Liu, Y.-Z.; Tomooka, K.; Nakai, T. Organic Synthesis 1999, 76, 151. (e) Qian, C. P.; Nakai, T.; Dixon, D. A.; Smart, B. E. J. Am. Chem. Soc. 1990, 112, 4602. (f) Patel, D. V.; Rielley-Gauvin, K.; Ryono, D. E.; Free, C. A.; Smith, S. A.; Petrillo, E. W. J. Med. Chem. 1993, 36, 2413. (g) Patel, D. V.; Rielley-Gauvin, K.; Ryono, D. E. Tetrahedron Lett. 1988, 29, 4665. (h) Seebach, D.; Juaristi, E.; Miller, D. D.; Schickli, C.; Weber, T. Helv. Chem. Acta 1987, 70, 237. (i) Yamazaki, T.; Takita, K.; Ishikawa, N. Nippon Kagaku Kaishi 1985, 2131. (j) Tius, M. A.; Savariar, S. Tetrahedron Lett. 1985, 26, 3635. For the reaction with a zinc enolate, see: (k) Watanabe, S.; Sakai, Y.; Kitazume, T.; Yamazaki, T. J. Fluorine Chem. 1994, 68, 59. (l) Kitazume, T. Ultrasonics 1990, 28, 322. For the reaction with a nickel enolate, see: (m) Soloshonok, V. A.; Kukhar, V. P.; Galushko, S. V.; Svistunova, N. Y.; Avilov, D. V.; Kuz'mina, N. A.; Raevski, N. I.; Struchkov, Y. T.; Pysarevsky, A. P.; Belokon, Y. N. J. Chem. Soc., Perkin Trans. 1 1993, 3143. For the reaction with ketene silyl acetal, see: (n) Mikami, K.; Yajima, T.; Takasaki, T.; Matsukawa, S.; Terada, M.; Uchimaru, T.; Maruta, M. Tetrahedron 1996, 52, 85. For the reaction with enol silyl ether, see: (o) Ishii, A.; Kojima, J.; Mikami, K. Org. Lett. 1999, 1, 2013. For the reaction with vinyl ether, see: (p) Ishii, K.; Mikami, K. J. Fluorine Chem. 1999, 97, 51. For the reaction with enamines, see: (q) Molines, H.; Wakselman, C. J. Fluorine Chem. 1980, 16, 97.
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    • For the reaction with boron enolates, see: (a) Iseki, K.; Kobayashi, Y. Chem. Pharm. Bull. 1996, 44, 2003. (b) Iseki, K.; Oishi, S.; Kobayashi, Y. Tetrahedron 1996, 52, 71. (c) Makino, Y.; Iseki, K.; Oishi, S.; Hirano, T.; Kobayashi, Y. Tetrahedron Lett. 1995, 36, 6527. For the reaction with a lithium enolate, see: (d) Qian, C.-P.; Liu, Y.-Z.; Tomooka, K.; Nakai, T. Organic Synthesis 1999, 76, 151. (e) Qian, C. P.; Nakai, T.; Dixon, D. A.; Smart, B. E. J. Am. Chem. Soc. 1990, 112, 4602. (f) Patel, D. V.; Rielley-Gauvin, K.; Ryono, D. E.; Free, C. A.; Smith, S. A.; Petrillo, E. W. J. Med. Chem. 1993, 36, 2413. (g) Patel, D. V.; Rielley-Gauvin, K.; Ryono, D. E. Tetrahedron Lett. 1988, 29, 4665. (h) Seebach, D.; Juaristi, E.; Miller, D. D.; Schickli, C.; Weber, T. Helv. Chem. Acta 1987, 70, 237. (i) Yamazaki, T.; Takita, K.; Ishikawa, N. Nippon Kagaku Kaishi 1985, 2131. (j) Tius, M. A.; Savariar, S. Tetrahedron Lett. 1985, 26, 3635. For the reaction with a zinc enolate, see: (k) Watanabe, S.; Sakai, Y.; Kitazume, T.; Yamazaki, T. J. Fluorine Chem. 1994, 68, 59. (l) Kitazume, T. Ultrasonics 1990, 28, 322. For the reaction with a nickel enolate, see: (m) Soloshonok, V. A.; Kukhar, V. P.; Galushko, S. V.; Svistunova, N. Y.; Avilov, D. V.; Kuz'mina, N. A.; Raevski, N. I.; Struchkov, Y. T.; Pysarevsky, A. P.; Belokon, Y. N. J. Chem. Soc., Perkin Trans. 1 1993, 3143. For the reaction with ketene silyl acetal, see: (n) Mikami, K.; Yajima, T.; Takasaki, T.; Matsukawa, S.; Terada, M.; Uchimaru, T.; Maruta, M. Tetrahedron 1996, 52, 85. For the reaction with enol silyl ether, see: (o) Ishii, A.; Kojima, J.; Mikami, K. Org. Lett. 1999, 1, 2013. For the reaction with vinyl ether, see: (p) Ishii, K.; Mikami, K. J. Fluorine Chem. 1999, 97, 51. For the reaction with enamines, see: (q) Molines, H.; Wakselman, C. J. Fluorine Chem. 1980, 16, 97.
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    • For the reaction with boron enolates, see: (a) Iseki, K.; Kobayashi, Y. Chem. Pharm. Bull. 1996, 44, 2003. (b) Iseki, K.; Oishi, S.; Kobayashi, Y. Tetrahedron 1996, 52, 71. (c) Makino, Y.; Iseki, K.; Oishi, S.; Hirano, T.; Kobayashi, Y. Tetrahedron Lett. 1995, 36, 6527. For the reaction with a lithium enolate, see: (d) Qian, C.-P.; Liu, Y.-Z.; Tomooka, K.; Nakai, T. Organic Synthesis 1999, 76, 151. (e) Qian, C. P.; Nakai, T.; Dixon, D. A.; Smart, B. E. J. Am. Chem. Soc. 1990, 112, 4602. (f) Patel, D. V.; Rielley-Gauvin, K.; Ryono, D. E.; Free, C. A.; Smith, S. A.; Petrillo, E. W. J. Med. Chem. 1993, 36, 2413. (g) Patel, D. V.; Rielley-Gauvin, K.; Ryono, D. E. Tetrahedron Lett. 1988, 29, 4665. (h) Seebach, D.; Juaristi, E.; Miller, D. D.; Schickli, C.; Weber, T. Helv. Chem. Acta 1987, 70, 237. (i) Yamazaki, T.; Takita, K.; Ishikawa, N. Nippon Kagaku Kaishi 1985, 2131. (j) Tius, M. A.; Savariar, S. Tetrahedron Lett. 1985, 26, 3635. For the reaction with a zinc enolate, see: (k) Watanabe, S.; Sakai, Y.; Kitazume, T.; Yamazaki, T. J. Fluorine Chem. 1994, 68, 59. (l) Kitazume, T. Ultrasonics 1990, 28, 322. For the reaction with a nickel enolate, see: (m) Soloshonok, V. A.; Kukhar, V. P.; Galushko, S. V.; Svistunova, N. Y.; Avilov, D. V.; Kuz'mina, N. A.; Raevski, N. I.; Struchkov, Y. T.; Pysarevsky, A. P.; Belokon, Y. N. J. Chem. Soc., Perkin Trans. 1 1993, 3143. For the reaction with ketene silyl acetal, see: (n) Mikami, K.; Yajima, T.; Takasaki, T.; Matsukawa, S.; Terada, M.; Uchimaru, T.; Maruta, M. Tetrahedron 1996, 52, 85. For the reaction with enol silyl ether, see: (o) Ishii, A.; Kojima, J.; Mikami, K. Org. Lett. 1999, 1, 2013. For the reaction with vinyl ether, see: (p) Ishii, K.; Mikami, K. J. Fluorine Chem. 1999, 97, 51. For the reaction with enamines, see: (q) Molines, H.; Wakselman, C. J. Fluorine Chem. 1980, 16, 97.
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    • For the reaction with boron enolates, see: (a) Iseki, K.; Kobayashi, Y. Chem. Pharm. Bull. 1996, 44, 2003. (b) Iseki, K.; Oishi, S.; Kobayashi, Y. Tetrahedron 1996, 52, 71. (c) Makino, Y.; Iseki, K.; Oishi, S.; Hirano, T.; Kobayashi, Y. Tetrahedron Lett. 1995, 36, 6527. For the reaction with a lithium enolate, see: (d) Qian, C.-P.; Liu, Y.-Z.; Tomooka, K.; Nakai, T. Organic Synthesis 1999, 76, 151. (e) Qian, C. P.; Nakai, T.; Dixon, D. A.; Smart, B. E. J. Am. Chem. Soc. 1990, 112, 4602. (f) Patel, D. V.; Rielley-Gauvin, K.; Ryono, D. E.; Free, C. A.; Smith, S. A.; Petrillo, E. W. J. Med. Chem. 1993, 36, 2413. (g) Patel, D. V.; Rielley-Gauvin, K.; Ryono, D. E. Tetrahedron Lett. 1988, 29, 4665. (h) Seebach, D.; Juaristi, E.; Miller, D. D.; Schickli, C.; Weber, T. Helv. Chem. Acta 1987, 70, 237. (i) Yamazaki, T.; Takita, K.; Ishikawa, N. Nippon Kagaku Kaishi 1985, 2131. (j) Tius, M. A.; Savariar, S. Tetrahedron Lett. 1985, 26, 3635. For the reaction with a zinc enolate, see: (k) Watanabe, S.; Sakai, Y.; Kitazume, T.; Yamazaki, T. J. Fluorine Chem. 1994, 68, 59. (l) Kitazume, T. Ultrasonics 1990, 28, 322. For the reaction with a nickel enolate, see: (m) Soloshonok, V. A.; Kukhar, V. P.; Galushko, S. V.; Svistunova, N. Y.; Avilov, D. V.; Kuz'mina, N. A.; Raevski, N. I.; Struchkov, Y. T.; Pysarevsky, A. P.; Belokon, Y. N. J. Chem. Soc., Perkin Trans. 1 1993, 3143. For the reaction with ketene silyl acetal, see: (n) Mikami, K.; Yajima, T.; Takasaki, T.; Matsukawa, S.; Terada, M.; Uchimaru, T.; Maruta, M. Tetrahedron 1996, 52, 85. For the reaction with enol silyl ether, see: (o) Ishii, A.; Kojima, J.; Mikami, K. Org. Lett. 1999, 1, 2013. For the reaction with vinyl ether, see: (p) Ishii, K.; Mikami, K. J. Fluorine Chem. 1999, 97, 51. For the reaction with enamines, see: (q) Molines, H.; Wakselman, C. J. Fluorine Chem. 1980, 16, 97.
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    • For the reaction with boron enolates, see: (a) Iseki, K.; Kobayashi, Y. Chem. Pharm. Bull. 1996, 44, 2003. (b) Iseki, K.; Oishi, S.; Kobayashi, Y. Tetrahedron 1996, 52, 71. (c) Makino, Y.; Iseki, K.; Oishi, S.; Hirano, T.; Kobayashi, Y. Tetrahedron Lett. 1995, 36, 6527. For the reaction with a lithium enolate, see: (d) Qian, C.-P.; Liu, Y.-Z.; Tomooka, K.; Nakai, T. Organic Synthesis 1999, 76, 151. (e) Qian, C. P.; Nakai, T.; Dixon, D. A.; Smart, B. E. J. Am. Chem. Soc. 1990, 112, 4602. (f) Patel, D. V.; Rielley-Gauvin, K.; Ryono, D. E.; Free, C. A.; Smith, S. A.; Petrillo, E. W. J. Med. Chem. 1993, 36, 2413. (g) Patel, D. V.; Rielley-Gauvin, K.; Ryono, D. E. Tetrahedron Lett. 1988, 29, 4665. (h) Seebach, D.; Juaristi, E.; Miller, D. D.; Schickli, C.; Weber, T. Helv. Chem. Acta 1987, 70, 237. (i) Yamazaki, T.; Takita, K.; Ishikawa, N. Nippon Kagaku Kaishi 1985, 2131. (j) Tius, M. A.; Savariar, S. Tetrahedron Lett. 1985, 26, 3635. For the reaction with a zinc enolate, see: (k) Watanabe, S.; Sakai, Y.; Kitazume, T.; Yamazaki, T. J. Fluorine Chem. 1994, 68, 59. (l) Kitazume, T. Ultrasonics 1990, 28, 322. For the reaction with a nickel enolate, see: (m) Soloshonok, V. A.; Kukhar, V. P.; Galushko, S. V.; Svistunova, N. Y.; Avilov, D. V.; Kuz'mina, N. A.; Raevski, N. I.; Struchkov, Y. T.; Pysarevsky, A. P.; Belokon, Y. N. J. Chem. Soc., Perkin Trans. 1 1993, 3143. For the reaction with ketene silyl acetal, see: (n) Mikami, K.; Yajima, T.; Takasaki, T.; Matsukawa, S.; Terada, M.; Uchimaru, T.; Maruta, M. Tetrahedron 1996, 52, 85. For the reaction with enol silyl ether, see: (o) Ishii, A.; Kojima, J.; Mikami, K. Org. Lett. 1999, 1, 2013. For the reaction with vinyl ether, see: (p) Ishii, K.; Mikami, K. J. Fluorine Chem. 1999, 97, 51. For the reaction with enamines, see: (q) Molines, H.; Wakselman, C. J. Fluorine Chem. 1980, 16, 97.
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    • For the reaction with boron enolates, see: (a) Iseki, K.; Kobayashi, Y. Chem. Pharm. Bull. 1996, 44, 2003. (b) Iseki, K.; Oishi, S.; Kobayashi, Y. Tetrahedron 1996, 52, 71. (c) Makino, Y.; Iseki, K.; Oishi, S.; Hirano, T.; Kobayashi, Y. Tetrahedron Lett. 1995, 36, 6527. For the reaction with a lithium enolate, see: (d) Qian, C.-P.; Liu, Y.-Z.; Tomooka, K.; Nakai, T. Organic Synthesis 1999, 76, 151. (e) Qian, C. P.; Nakai, T.; Dixon, D. A.; Smart, B. E. J. Am. Chem. Soc. 1990, 112, 4602. (f) Patel, D. V.; Rielley-Gauvin, K.; Ryono, D. E.; Free, C. A.; Smith, S. A.; Petrillo, E. W. J. Med. Chem. 1993, 36, 2413. (g) Patel, D. V.; Rielley-Gauvin, K.; Ryono, D. E. Tetrahedron Lett. 1988, 29, 4665. (h) Seebach, D.; Juaristi, E.; Miller, D. D.; Schickli, C.; Weber, T. Helv. Chem. Acta 1987, 70, 237. (i) Yamazaki, T.; Takita, K.; Ishikawa, N. Nippon Kagaku Kaishi 1985, 2131. (j) Tius, M. A.; Savariar, S. Tetrahedron Lett. 1985, 26, 3635. For the reaction with a zinc enolate, see: (k) Watanabe, S.; Sakai, Y.; Kitazume, T.; Yamazaki, T. J. Fluorine Chem. 1994, 68, 59. (l) Kitazume, T. Ultrasonics 1990, 28, 322. For the reaction with a nickel enolate, see: (m) Soloshonok, V. A.; Kukhar, V. P.; Galushko, S. V.; Svistunova, N. Y.; Avilov, D. V.; Kuz'mina, N. A.; Raevski, N. I.; Struchkov, Y. T.; Pysarevsky, A. P.; Belokon, Y. N. J. Chem. Soc., Perkin Trans. 1 1993, 3143. For the reaction with ketene silyl acetal, see: (n) Mikami, K.; Yajima, T.; Takasaki, T.; Matsukawa, S.; Terada, M.; Uchimaru, T.; Maruta, M. Tetrahedron 1996, 52, 85. For the reaction with enol silyl ether, see: (o) Ishii, A.; Kojima, J.; Mikami, K. Org. Lett. 1999, 1, 2013. For the reaction with vinyl ether, see: (p) Ishii, K.; Mikami, K. J. Fluorine Chem. 1999, 97, 51. For the reaction with enamines, see: (q) Molines, H.; Wakselman, C. J. Fluorine Chem. 1980, 16, 97.
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    • For the reaction with sodium cyanide, see: (a) Kitazume, T. J. Fluorine Chem. 1987, 35, 287. For the reaction with active methylene compounds, see: (b) Hager, C.; Miethchen, R.; Reinke, H. J. Fluorine Chem. 2000, 104, 135. (c) Uneyama, K.; Itano, N. Denki Kagaku 1994, 62, 1151. (d) Cen, W.; Dai, X.; Shen, Y. J. Fluorine Chem. 1993, 65, 49. (e) Ogoshi, H.; Mizushima, H.; Toi, H.; Aoyama, Y. J. Org. Chem. 1986, 51, 2366. For the reaction with lithium or zinc reagents, see: (f) Tomoyasu, T.; Tomooka, K.; Nakai, T. Synlett 1998, 1147. (g) Obrécht, D.; Gerber, F.; Sprenger, D.; Masqelin, T. F. Helv Helu. Chem. Acta 1997, 80, 531. (h) Kitazume, T.; Lin, J. T.; Yamazaki, T. J. Fluorine Chem. 1989, 43, 177. (i) Hanzawa, Y.; Ishizawa, S.; Kobayashi, Y. Chem. Pharm. Bull. 1988, 36, 4209. (j) Ishikawa, N.; Koh, M. G.; Kitazume, T. J. Fluorine Chem. 1984, 24, 419. For the reaction with vinyl aluminum reagents, see: (k) Ramachandran, P. V.; Reddy, M. V. R.; Rudd, M. T.; De Alaniz, J. R. Tetrahedron Lett. 1998, 39, 8791. (l) Ramachandran, P. V.; Reddy, M. V. R.; Rudd, M. T. Chem. Commun. 1999, 1979.
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    • For the reaction with sodium cyanide, see: (a) Kitazume, T. J. Fluorine Chem. 1987, 35, 287. For the reaction with active methylene compounds, see: (b) Hager, C.; Miethchen, R.; Reinke, H. J. Fluorine Chem. 2000, 104, 135. (c) Uneyama, K.; Itano, N. Denki Kagaku 1994, 62, 1151. (d) Cen, W.; Dai, X.; Shen, Y. J. Fluorine Chem. 1993, 65, 49. (e) Ogoshi, H.; Mizushima, H.; Toi, H.; Aoyama, Y. J. Org. Chem. 1986, 51, 2366. For the reaction with lithium or zinc reagents, see: (f) Tomoyasu, T.; Tomooka, K.; Nakai, T. Synlett 1998, 1147. (g) Obrécht, D.; Gerber, F.; Sprenger, D.; Masqelin, T. F. Helv Helu. Chem. Acta 1997, 80, 531. (h) Kitazume, T.; Lin, J. T.; Yamazaki, T. J. Fluorine Chem. 1989, 43, 177. (i) Hanzawa, Y.; Ishizawa, S.; Kobayashi, Y. Chem. Pharm. Bull. 1988, 36, 4209. (j) Ishikawa, N.; Koh, M. G.; Kitazume, T. J. Fluorine Chem. 1984, 24, 419. For the reaction with vinyl aluminum reagents, see: (k) Ramachandran, P. V.; Reddy, M. V. R.; Rudd, M. T.; De Alaniz, J. R. Tetrahedron Lett. 1998, 39, 8791. (l) Ramachandran, P. V.; Reddy, M. V. R.; Rudd, M. T. Chem. Commun. 1999, 1979.
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    • For the reaction with sodium cyanide, see: (a) Kitazume, T. J. Fluorine Chem. 1987, 35, 287. For the reaction with active methylene compounds, see: (b) Hager, C.; Miethchen, R.; Reinke, H. J. Fluorine Chem. 2000, 104, 135. (c) Uneyama, K.; Itano, N. Denki Kagaku 1994, 62, 1151. (d) Cen, W.; Dai, X.; Shen, Y. J. Fluorine Chem. 1993, 65, 49. (e) Ogoshi, H.; Mizushima, H.; Toi, H.; Aoyama, Y. J. Org. Chem. 1986, 51, 2366. For the reaction with lithium or zinc reagents, see: (f) Tomoyasu, T.; Tomooka, K.; Nakai, T. Synlett 1998, 1147. (g) Obrécht, D.; Gerber, F.; Sprenger, D.; Masqelin, T. F. Helv Helu. Chem. Acta 1997, 80, 531. (h) Kitazume, T.; Lin, J. T.; Yamazaki, T. J. Fluorine Chem. 1989, 43, 177. (i) Hanzawa, Y.; Ishizawa, S.; Kobayashi, Y. Chem. Pharm. Bull. 1988, 36, 4209. (j) Ishikawa, N.; Koh, M. G.; Kitazume, T. J. Fluorine Chem. 1984, 24, 419. For the reaction with vinyl aluminum reagents, see: (k) Ramachandran, P. V.; Reddy, M. V. R.; Rudd, M. T.; De Alaniz, J. R. Tetrahedron Lett. 1998, 39, 8791. (l) Ramachandran, P. V.; Reddy, M. V. R.; Rudd, M. T. Chem. Commun. 1999, 1979.
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    • For the Morita-Baylis-Hillman Reaction, see: (a) Reddy, M. V. R.; Rudd, M. T.; Ramachandran, P. V. J. Org. Chem. 2002, 67, 5382. For the Friedel-Crafts reaction, see: (b) Shermolovich, Y. G.; Yemets, S. V. J. Fluorine Chem. 2000, 101, 111. For the asymmetric Friedel-Crafts reaction, see: (c) Ishii, A.; Soloshonok, A. V.; Mikami, K. J. Org. Chem. 2000, 65, 1597. For the ene reaction, see: (d) Hayashi, E.; Takahashi, Y.; Itoh, H.; Yoneda, N. Bull. Chem. Soc. Jpn. 1994, 67, 3040. (e) Ogawa, K.; Nagai, T.; Nonomura, M.; Takagi, T.; Koyama, M.; Ando, A.; Miki, T.; Kumadaki, I. Chem. Pharm. Bull. 1991, 39, 1707. (f) Pautrat, R.; Marteau, J.; Cheritat, R. Bull. Soc. Chim. Fr. 1968, 1182. For the asymmetric ene reaction with alkenes, see ref 4x, and with vinyl sulfides, see: (g) Mikami, K. Yajima, T.; Siree, N.; Terada, M.; Suzuki, Y.; Kobayashi, I. Synlett 1996, 837. For the hetero-Diels-Alder reaction, see: (h) Leveque, L.; Le Blanc, M.; Pastor, R. Tetrahedron Lett. 1997, 38, 6001. (i) Jeong, I. H.; Kim, Y. S.; Cho, K. Y.; Kim, K. J. Bull. Korean Chem. Soc. 1991, 12, 125. For the asymmetric hetero-Diels-Alder reaction, see: (j) Mikami, K.; Yajima, T.; Matsukawa, S.; Terada, M. 72nd National Meeting of the Chemical Society of Japan, Tokyo, March 1997, Abstr. No. 4H332.
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    • For the Morita-Baylis-Hillman Reaction, see: (a) Reddy, M. V. R.; Rudd, M. T.; Ramachandran, P. V. J. Org. Chem. 2002, 67, 5382. For the Friedel-Crafts reaction, see: (b) Shermolovich, Y. G.; Yemets, S. V. J. Fluorine Chem. 2000, 101, 111. For the asymmetric Friedel-Crafts reaction, see: (c) Ishii, A.; Soloshonok, A. V.; Mikami, K. J. Org. Chem. 2000, 65, 1597. For the ene reaction, see: (d) Hayashi, E.; Takahashi, Y.; Itoh, H.; Yoneda, N. Bull. Chem. Soc. Jpn. 1994, 67, 3040. (e) Ogawa, K.; Nagai, T.; Nonomura, M.; Takagi, T.; Koyama, M.; Ando, A.; Miki, T.; Kumadaki, I. Chem. Pharm. Bull. 1991, 39, 1707. (f) Pautrat, R.; Marteau, J.; Cheritat, R. Bull. Soc. Chim. Fr. 1968, 1182. For the asymmetric ene reaction with alkenes, see ref 4x, and with vinyl sulfides, see: (g) Mikami, K. Yajima, T.; Siree, N.; Terada, M.; Suzuki, Y.; Kobayashi, I. Synlett 1996, 837. For the hetero-Diels-Alder reaction, see: (h) Leveque, L.; Le Blanc, M.; Pastor, R. Tetrahedron Lett. 1997, 38, 6001. (i) Jeong, I. H.; Kim, Y. S.; Cho, K. Y.; Kim, K. J. Bull. Korean Chem. Soc. 1991, 12, 125. For the asymmetric hetero-Diels-Alder reaction, see: (j) Mikami, K.; Yajima, T.; Matsukawa, S.; Terada, M. 72nd National Meeting of the Chemical Society of Japan, Tokyo, March 1997, Abstr. No. 4H332.
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    • For the Morita-Baylis-Hillman Reaction, see: (a) Reddy, M. V. R.; Rudd, M. T.; Ramachandran, P. V. J. Org. Chem. 2002, 67, 5382. For the Friedel-Crafts reaction, see: (b) Shermolovich, Y. G.; Yemets, S. V. J. Fluorine Chem. 2000, 101, 111. For the asymmetric Friedel-Crafts reaction, see: (c) Ishii, A.; Soloshonok, A. V.; Mikami, K. J. Org. Chem. 2000, 65, 1597. For the ene reaction, see: (d) Hayashi, E.; Takahashi, Y.; Itoh, H.; Yoneda, N. Bull. Chem. Soc. Jpn. 1994, 67, 3040. (e) Ogawa, K.; Nagai, T.; Nonomura, M.; Takagi, T.; Koyama, M.; Ando, A.; Miki, T.; Kumadaki, I. Chem. Pharm. Bull. 1991, 39, 1707. (f) Pautrat, R.; Marteau, J.; Cheritat, R. Bull. Soc. Chim. Fr. 1968, 1182. For the asymmetric ene reaction with alkenes, see ref 4x, and with vinyl sulfides, see: (g) Mikami, K. Yajima, T.; Siree, N.; Terada, M.; Suzuki, Y.; Kobayashi, I. Synlett 1996, 837. For the hetero-Diels-Alder reaction, see: (h) Leveque, L.; Le Blanc, M.; Pastor, R. Tetrahedron Lett. 1997, 38, 6001. (i) Jeong, I. H.; Kim, Y. S.; Cho, K. Y.; Kim, K. J. Bull. Korean Chem. Soc. 1991, 12, 125. For the asymmetric hetero-Diels-Alder reaction, see: (j) Mikami, K.; Yajima, T.; Matsukawa, S.; Terada, M. 72nd National Meeting of the Chemical Society of Japan, Tokyo, March 1997, Abstr. No. 4H332.
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