Enantioselective hydrogen atom transfer to α-sulfonyl radicals controlled by selective coordination of a chiral Lewis acid to an enantiotopic sulfonyl oxygen

Tetrahedron Asymmetry

Volumn 14, Issue 19, 2003, Pages 3043-3055

  Sugimoto, Hideki ^a   Nakamura, Shuichi ^a   Watanabe, Yoshihiko ^a   Toru, Takeshi ^a  

^a NAGOYA INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

HYDROGEN; LEWIS ACID; RADICAL; SULFONE DERIVATIVE; SULFOXIDE; SULFUR DERIVATIVE;

ADDITION REACTION; ARTICLE; ATOMIC PARTICLE; CHEMICAL ANALYSIS; CHIRALITY; ENANTIOMER; ENANTIOSELECTIVITY; PHASE TRANSITION; PRIORITY JOURNAL; PROTON TRANSPORT; STEREOCHEMISTRY;

EID: 1842525773     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(03)00531-7     Document Type: Article

References (44)

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12. For enantioselective reactions using sulfonyl compounds, see: (a) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984-991; (b) Yao, S.; Saddy, S.; Hazell, R. G.; Jørgensen, K. A. Chem. Eur. J. 2000, 6, 2435-2448; (c) Hiroi, K.; Ishi, M. Tetrahedron Lett. 2000, 41, 7071-7074; (d) Wada, E.; Pei, W.; Kanamasa, S. Chem. Lett. 1994, 2345-2348; (e) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 1637-1640; (f) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 145-148; (g) Wan, Z.-K.; Choi, H.-W.; Kang, F.-A.; Nakajima, K.; Demeki, D.; Kishi, Y. Org. Lett. 2002, 4, 4431-4434. For diastereoselective reactions using sulfonyl compounds, see: (h) Metallinos, C.; Snieckus, V. Org. Lett. 2002, 4, 1935-1938; (i) Bernabeu, M. C.; Chinchilla, R. ; Falvello, L. R.; Nájera, C. Tetrahedron: Asymmetry 2001, 12, 1811-1815; (j) Enders, D.; Muller, S. F.; Raabe, G.; Runsink, J. Eur. J. Org. Chem. 2000, 8, 879-892; (k) Sarakinos, G.; Corey, E. J. Org. Lett. 1999, 1, 1741-1744; (l) Miyabe, H.; Fuji, K.; Naito, T. Org. Lett. 1999, 1, 569-572; (m) Marcantoni, E.; Cingolani, S.; Bartoli, G.; Bosco, M.; Sambri, L. J. Org. Chem. 1998, 63, 3624-3630; (n) Marino, J. P.; Anna, L. J.; Fernández, de La Paradilla, R.; Martínez, M. V.; Montero, C.; Viso, A. J. Org. Chem. 2000, 65, 6462-6473.
13. For enantioselective reactions using sulfonyl compounds, see: (a) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984-991; (b) Yao, S.; Saddy, S.; Hazell, R. G.; Jørgensen, K. A. Chem. Eur. J. 2000, 6, 2435-2448; (c) Hiroi, K.; Ishi, M. Tetrahedron Lett. 2000, 41, 7071-7074; (d) Wada, E.; Pei, W.; Kanamasa, S. Chem. Lett. 1994, 2345-2348; (e) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 1637-1640; (f) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 145-148; (g) Wan, Z.-K.; Choi, H.-W.; Kang, F.-A.; Nakajima, K.; Demeki, D.; Kishi, Y. Org. Lett. 2002, 4, 4431-4434. For diastereoselective reactions using sulfonyl compounds, see: (h) Metallinos, C.; Snieckus, V. Org. Lett. 2002, 4, 1935-1938; (i) Bernabeu, M. C.; Chinchilla, R. ; Falvello, L. R.; Nájera, C. Tetrahedron: Asymmetry 2001, 12, 1811-1815; (j) Enders, D.; Muller, S. F.; Raabe, G.; Runsink, J. Eur. J. Org. Chem. 2000, 8, 879-892; (k) Sarakinos, G.; Corey, E. J. Org. Lett. 1999, 1, 1741-1744; (l) Miyabe, H.; Fuji, K.; Naito, T. Org. Lett. 1999, 1, 569-572; (m) Marcantoni, E.; Cingolani, S.; Bartoli, G.; Bosco, M.; Sambri, L. J. Org. Chem. 1998, 63, 3624-3630; (n) Marino, J. P.; Anna, L. J.; Fernández, de La Paradilla, R.; Martínez, M. V.; Montero, C.; Viso, A. J. Org. Chem. 2000, 65, 6462-6473.
14. For enantioselective reactions using sulfonyl compounds, see: (a) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984-991; (b) Yao, S.; Saddy, S.; Hazell, R. G.; Jørgensen, K. A. Chem. Eur. J. 2000, 6, 2435-2448; (c) Hiroi, K.; Ishi, M. Tetrahedron Lett. 2000, 41, 7071-7074; (d) Wada, E.; Pei, W.; Kanamasa, S. Chem. Lett. 1994, 2345-2348; (e) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 1637-1640; (f) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 145-148; (g) Wan, Z.-K.; Choi, H.-W.; Kang, F.-A.; Nakajima, K.; Demeki, D.; Kishi, Y. Org. Lett. 2002, 4, 4431-4434. For diastereoselective reactions using sulfonyl compounds, see: (h) Metallinos, C.; Snieckus, V. Org. Lett. 2002, 4, 1935-1938; (i) Bernabeu, M. C.; Chinchilla, R. ; Falvello, L. R.; Nájera, C. Tetrahedron: Asymmetry 2001, 12, 1811-1815; (j) Enders, D.; Muller, S. F.; Raabe, G.; Runsink, J. Eur. J. Org. Chem. 2000, 8, 879-892; (k) Sarakinos, G.; Corey, E. J. Org. Lett. 1999, 1, 1741-1744; (l) Miyabe, H.; Fuji, K.; Naito, T. Org. Lett. 1999, 1, 569-572; (m) Marcantoni, E.; Cingolani, S.; Bartoli, G.; Bosco, M.; Sambri, L. J. Org. Chem. 1998, 63, 3624-3630; (n) Marino, J. P.; Anna, L. J.; Fernández, de La Paradilla, R.; Martínez, M. V.; Montero, C.; Viso, A. J. Org. Chem. 2000, 65, 6462-6473.
15. For enantioselective reactions using sulfonyl compounds, see: (a) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984-991; (b) Yao, S.; Saddy, S.; Hazell, R. G.; Jørgensen, K. A. Chem. Eur. J. 2000, 6, 2435-2448; (c) Hiroi, K.; Ishi, M. Tetrahedron Lett. 2000, 41, 7071-7074; (d) Wada, E.; Pei, W.; Kanamasa, S. Chem. Lett. 1994, 2345-2348; (e) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 1637-1640; (f) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 145-148; (g) Wan, Z.-K.; Choi, H.-W.; Kang, F.-A.; Nakajima, K.; Demeki, D.; Kishi, Y. Org. Lett. 2002, 4, 4431-4434. For diastereoselective reactions using sulfonyl compounds, see: (h) Metallinos, C.; Snieckus, V. Org. Lett. 2002, 4, 1935-1938; (i) Bernabeu, M. C.; Chinchilla, R. ; Falvello, L. R.; Nájera, C. Tetrahedron: Asymmetry 2001, 12, 1811-1815; (j) Enders, D.; Muller, S. F.; Raabe, G.; Runsink, J. Eur. J. Org. Chem. 2000, 8, 879-892; (k) Sarakinos, G.; Corey, E. J. Org. Lett. 1999, 1, 1741-1744; (l) Miyabe, H.; Fuji, K.; Naito, T. Org. Lett. 1999, 1, 569-572; (m) Marcantoni, E.; Cingolani, S.; Bartoli, G.; Bosco, M.; Sambri, L. J. Org. Chem. 1998, 63, 3624-3630; (n) Marino, J. P.; Anna, L. J.; Fernández, de La Paradilla, R.; Martínez, M. V.; Montero, C.; Viso, A. J. Org. Chem. 2000, 65, 6462-6473.
16. For enantioselective reactions using sulfonyl compounds, see: (a) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984-991; (b) Yao, S.; Saddy, S.; Hazell, R. G.; Jørgensen, K. A. Chem. Eur. J. 2000, 6, 2435-2448; (c) Hiroi, K.; Ishi, M. Tetrahedron Lett. 2000, 41, 7071-7074; (d) Wada, E.; Pei, W.; Kanamasa, S. Chem. Lett. 1994, 2345-2348; (e) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 1637-1640; (f) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 145-148; (g) Wan, Z.-K.; Choi, H.-W.; Kang, F.-A.; Nakajima, K.; Demeki, D.; Kishi, Y. Org. Lett. 2002, 4, 4431-4434. For diastereoselective reactions using sulfonyl compounds, see: (h) Metallinos, C.; Snieckus, V. Org. Lett. 2002, 4, 1935-1938; (i) Bernabeu, M. C.; Chinchilla, R. ; Falvello, L. R.; Nájera, C. Tetrahedron: Asymmetry 2001, 12, 1811-1815; (j) Enders, D.; Muller, S. F.; Raabe, G.; Runsink, J. Eur. J. Org. Chem. 2000, 8, 879-892; (k) Sarakinos, G.; Corey, E. J. Org. Lett. 1999, 1, 1741-1744; (l) Miyabe, H.; Fuji, K.; Naito, T. Org. Lett. 1999, 1, 569-572; (m) Marcantoni, E.; Cingolani, S.; Bartoli, G.; Bosco, M.; Sambri, L. J. Org. Chem. 1998, 63, 3624-3630; (n) Marino, J. P.; Anna, L. J.; Fernández, de La Paradilla, R.; Martínez, M. V.; Montero, C.; Viso, A. J. Org. Chem. 2000, 65, 6462-6473.
17. For enantioselective reactions using sulfonyl compounds, see: (a) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984-991; (b) Yao, S.; Saddy, S.; Hazell, R. G.; Jørgensen, K. A. Chem. Eur. J. 2000, 6, 2435-2448; (c) Hiroi, K.; Ishi, M. Tetrahedron Lett. 2000, 41, 7071-7074; (d) Wada, E.; Pei, W.; Kanamasa, S. Chem. Lett. 1994, 2345-2348; (e) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 1637-1640; (f) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 145-148; (g) Wan, Z.-K.; Choi, H.-W.; Kang, F.-A.; Nakajima, K.; Demeki, D.; Kishi, Y. Org. Lett. 2002, 4, 4431-4434. For diastereoselective reactions using sulfonyl compounds, see: (h) Metallinos, C.; Snieckus, V. Org. Lett. 2002, 4, 1935-1938; (i) Bernabeu, M. C.; Chinchilla, R. ; Falvello, L. R.; Nájera, C. Tetrahedron: Asymmetry 2001, 12, 1811-1815; (j) Enders, D.; Muller, S. F.; Raabe, G.; Runsink, J. Eur. J. Org. Chem. 2000, 8, 879-892; (k) Sarakinos, G.; Corey, E. J. Org. Lett. 1999, 1, 1741-1744; (l) Miyabe, H.; Fuji, K.; Naito, T. Org. Lett. 1999, 1, 569-572; (m) Marcantoni, E.; Cingolani, S.; Bartoli, G.; Bosco, M.; Sambri, L. J. Org. Chem. 1998, 63, 3624-3630; (n) Marino, J. P.; Anna, L. J.; Fernández, de La Paradilla, R.; Martínez, M. V.; Montero, C.; Viso, A. J. Org. Chem. 2000, 65, 6462-6473.
18. For enantioselective reactions using sulfonyl compounds, see: (a) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984-991; (b) Yao, S.; Saddy, S.; Hazell, R. G.; Jørgensen, K. A. Chem. Eur. J. 2000, 6, 2435-2448; (c) Hiroi, K.; Ishi, M. Tetrahedron Lett. 2000, 41, 7071-7074; (d) Wada, E.; Pei, W.; Kanamasa, S. Chem. Lett. 1994, 2345-2348; (e) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 1637-1640; (f) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 145-148; (g) Wan, Z.-K.; Choi, H.-W.; Kang, F.-A.; Nakajima, K.; Demeki, D.; Kishi, Y. Org. Lett. 2002, 4, 4431-4434. For diastereoselective reactions using sulfonyl compounds, see: (h) Metallinos, C.; Snieckus, V. Org. Lett. 2002, 4, 1935-1938; (i) Bernabeu, M. C.; Chinchilla, R. ; Falvello, L. R.; Nájera, C. Tetrahedron: Asymmetry 2001, 12, 1811-1815; (j) Enders, D.; Muller, S. F.; Raabe, G.; Runsink, J. Eur. J. Org. Chem. 2000, 8, 879-892; (k) Sarakinos, G.; Corey, E. J. Org. Lett. 1999, 1, 1741-1744; (l) Miyabe, H.; Fuji, K.; Naito, T. Org. Lett. 1999, 1, 569-572; (m) Marcantoni, E.; Cingolani, S.; Bartoli, G.; Bosco, M.; Sambri, L. J. Org. Chem. 1998, 63, 3624-3630; (n) Marino, J. P.; Anna, L. J.; Fernández, de La Paradilla, R.; Martínez, M. V.; Montero, C.; Viso, A. J. Org. Chem. 2000, 65, 6462-6473.
19. For enantioselective reactions using sulfonyl compounds, see: (a) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984-991; (b) Yao, S.; Saddy, S.; Hazell, R. G.; Jørgensen, K. A. Chem. Eur. J. 2000, 6, 2435-2448; (c) Hiroi, K.; Ishi, M. Tetrahedron Lett. 2000, 41, 7071-7074; (d) Wada, E.; Pei, W.; Kanamasa, S. Chem. Lett. 1994, 2345-2348; (e) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 1637-1640; (f) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 145-148; (g) Wan, Z.-K.; Choi, H.-W.; Kang, F.-A.; Nakajima, K.; Demeki, D.; Kishi, Y. Org. Lett. 2002, 4, 4431-4434. For diastereoselective reactions using sulfonyl compounds, see: (h) Metallinos, C.; Snieckus, V. Org. Lett. 2002, 4, 1935-1938; (i) Bernabeu, M. C.; Chinchilla, R. ; Falvello, L. R.; Nájera, C. Tetrahedron: Asymmetry 2001, 12, 1811-1815; (j) Enders, D.; Muller, S. F.; Raabe, G.; Runsink, J. Eur. J. Org. Chem. 2000, 8, 879-892; (k) Sarakinos, G.; Corey, E. J. Org. Lett. 1999, 1, 1741-1744; (l) Miyabe, H.; Fuji, K.; Naito, T. Org. Lett. 1999, 1, 569-572; (m) Marcantoni, E.; Cingolani, S.; Bartoli, G.; Bosco, M.; Sambri, L. J. Org. Chem. 1998, 63, 3624-3630; (n) Marino, J. P.; Anna, L. J.; Fernández, de La Paradilla, R.; Martínez, M. V.; Montero, C.; Viso, A. J. Org. Chem. 2000, 65, 6462-6473.
20. For enantioselective reactions using sulfonyl compounds, see: (a) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984-991; (b) Yao, S.; Saddy, S.; Hazell, R. G.; Jørgensen, K. A. Chem. Eur. J. 2000, 6, 2435-2448; (c) Hiroi, K.; Ishi, M. Tetrahedron Lett. 2000, 41, 7071-7074; (d) Wada, E.; Pei, W.; Kanamasa, S. Chem. Lett. 1994, 2345-2348; (e) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 1637-1640; (f) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 145-148; (g) Wan, Z.-K.; Choi, H.-W.; Kang, F.-A.; Nakajima, K.; Demeki, D.; Kishi, Y. Org. Lett. 2002, 4, 4431-4434. For diastereoselective reactions using sulfonyl compounds, see: (h) Metallinos, C.; Snieckus, V. Org. Lett. 2002, 4, 1935-1938; (i) Bernabeu, M. C.; Chinchilla, R. ; Falvello, L. R.; Nájera, C. Tetrahedron: Asymmetry 2001, 12, 1811-1815; (j) Enders, D.; Muller, S. F.; Raabe, G.; Runsink, J. Eur. J. Org. Chem. 2000, 8, 879-892; (k) Sarakinos, G.; Corey, E. J. Org. Lett. 1999, 1, 1741-1744; (l) Miyabe, H.; Fuji, K.; Naito, T. Org. Lett. 1999, 1, 569-572; (m) Marcantoni, E.; Cingolani, S.; Bartoli, G.; Bosco, M.; Sambri, L. J. Org. Chem. 1998, 63, 3624-3630; (n) Marino, J. P.; Anna, L. J.; Fernández, de La Paradilla, R.; Martínez, M. V.; Montero, C.; Viso, A. J. Org. Chem. 2000, 65, 6462-6473.
21. For enantioselective reactions using sulfonyl compounds, see: (a) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984-991; (b) Yao, S.; Saddy, S.; Hazell, R. G.; Jørgensen, K. A. Chem. Eur. J. 2000, 6, 2435-2448; (c) Hiroi, K.; Ishi, M. Tetrahedron Lett. 2000, 41, 7071-7074; (d) Wada, E.; Pei, W.; Kanamasa, S. Chem. Lett. 1994, 2345-2348; (e) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 1637-1640; (f) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 145-148; (g) Wan, Z.-K.; Choi, H.-W.; Kang, F.-A.; Nakajima, K.; Demeki, D.; Kishi, Y. Org. Lett. 2002, 4, 4431-4434. For diastereoselective reactions using sulfonyl compounds, see: (h) Metallinos, C.; Snieckus, V. Org. Lett. 2002, 4, 1935-1938; (i) Bernabeu, M. C.; Chinchilla, R. ; Falvello, L. R.; Nájera, C. Tetrahedron: Asymmetry 2001, 12, 1811-1815; (j) Enders, D.; Muller, S. F.; Raabe, G.; Runsink, J. Eur. J. Org. Chem. 2000, 8, 879-892; (k) Sarakinos, G.; Corey, E. J. Org. Lett. 1999, 1, 1741-1744; (l) Miyabe, H.; Fuji, K.; Naito, T. Org. Lett. 1999, 1, 569-572; (m) Marcantoni, E.; Cingolani, S.; Bartoli, G.; Bosco, M.; Sambri, L. J. Org. Chem. 1998, 63, 3624-3630; (n) Marino, J. P.; Anna, L. J.; Fernández, de La Paradilla, R.; Martínez, M. V.; Montero, C.; Viso, A. J. Org. Chem. 2000, 65, 6462-6473.
22. For enantioselective reactions using sulfonyl compounds, see: (a) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984-991; (b) Yao, S.; Saddy, S.; Hazell, R. G.; Jørgensen, K. A. Chem. Eur. J. 2000, 6, 2435-2448; (c) Hiroi, K.; Ishi, M. Tetrahedron Lett. 2000, 41, 7071-7074; (d) Wada, E.; Pei, W.; Kanamasa, S. Chem. Lett. 1994, 2345-2348; (e) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 1637-1640; (f) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 145-148; (g) Wan, Z.-K.; Choi, H.-W.; Kang, F.-A.; Nakajima, K.; Demeki, D.; Kishi, Y. Org. Lett. 2002, 4, 4431-4434. For diastereoselective reactions using sulfonyl compounds, see: (h) Metallinos, C.; Snieckus, V. Org. Lett. 2002, 4, 1935-1938; (i) Bernabeu, M. C.; Chinchilla, R. ; Falvello, L. R.; Nájera, C. Tetrahedron: Asymmetry 2001, 12, 1811-1815; (j) Enders, D.; Muller, S. F.; Raabe, G.; Runsink, J. Eur. J. Org. Chem. 2000, 8, 879-892; (k) Sarakinos, G.; Corey, E. J. Org. Lett. 1999, 1, 1741-1744; (l) Miyabe, H.; Fuji, K.; Naito, T. Org. Lett. 1999, 1, 569-572; (m) Marcantoni, E.; Cingolani, S.; Bartoli, G.; Bosco, M.; Sambri, L. J. Org. Chem. 1998, 63, 3624-3630; (n) Marino, J. P.; Anna, L. J.; Fernández, de La Paradilla, R.; Martínez, M. V.; Montero, C.; Viso, A. J. Org. Chem. 2000, 65, 6462-6473.
23. For enantioselective reactions using sulfonyl compounds, see: (a) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984-991; (b) Yao, S.; Saddy, S.; Hazell, R. G.; Jørgensen, K. A. Chem. Eur. J. 2000, 6, 2435-2448; (c) Hiroi, K.; Ishi, M. Tetrahedron Lett. 2000, 41, 7071-7074; (d) Wada, E.; Pei, W.; Kanamasa, S. Chem. Lett. 1994, 2345-2348; (e) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 1637-1640; (f) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 145-148; (g) Wan, Z.-K.; Choi, H.-W.; Kang, F.-A.; Nakajima, K.; Demeki, D.; Kishi, Y. Org. Lett. 2002, 4, 4431-4434. For diastereoselective reactions using sulfonyl compounds, see: (h) Metallinos, C.; Snieckus, V. Org. Lett. 2002, 4, 1935-1938; (i) Bernabeu, M. C.; Chinchilla, R. ; Falvello, L. R.; Nájera, C. Tetrahedron: Asymmetry 2001, 12, 1811-1815; (j) Enders, D.; Muller, S. F.; Raabe, G.; Runsink, J. Eur. J. Org. Chem. 2000, 8, 879-892; (k) Sarakinos, G.; Corey, E. J. Org. Lett. 1999, 1, 1741-1744; (l) Miyabe, H.; Fuji, K.; Naito, T. Org. Lett. 1999, 1, 569-572; (m) Marcantoni, E.; Cingolani, S.; Bartoli, G.; Bosco, M.; Sambri, L. J. Org. Chem. 1998, 63, 3624-3630; (n) Marino, J. P.; Anna, L. J.; Fernández, de La Paradilla, R.; Martínez, M. V.; Montero, C.; Viso, A. J. Org. Chem. 2000, 65, 6462-6473.
24. For enantioselective reactions using sulfonyl compounds, see: (a) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984-991; (b) Yao, S.; Saddy, S.; Hazell, R. G.; Jørgensen, K. A. Chem. Eur. J. 2000, 6, 2435-2448; (c) Hiroi, K.; Ishi, M. Tetrahedron Lett. 2000, 41, 7071-7074; (d) Wada, E.; Pei, W.; Kanamasa, S. Chem. Lett. 1994, 2345-2348; (e) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 1637-1640; (f) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 145-148; (g) Wan, Z.-K.; Choi, H.-W.; Kang, F.-A.; Nakajima, K.; Demeki, D.; Kishi, Y. Org. Lett. 2002, 4, 4431-4434. For diastereoselective reactions using sulfonyl compounds, see: (h) Metallinos, C.; Snieckus, V. Org. Lett. 2002, 4, 1935-1938; (i) Bernabeu, M. C.; Chinchilla, R. ; Falvello, L. R.; Nájera, C. Tetrahedron: Asymmetry 2001, 12, 1811-1815; (j) Enders, D.; Muller, S. F.; Raabe, G.; Runsink, J. Eur. J. Org. Chem. 2000, 8, 879-892; (k) Sarakinos, G.; Corey, E. J. Org. Lett. 1999, 1, 1741-1744; (l) Miyabe, H.; Fuji, K.; Naito, T. Org. Lett. 1999, 1, 569-572; (m) Marcantoni, E.; Cingolani, S.; Bartoli, G.; Bosco, M.; Sambri, L. J. Org. Chem. 1998, 63, 3624-3630; (n) Marino, J. P.; Anna, L. J.; Fernández, de La Paradilla, R.; Martínez, M. V.; Montero, C.; Viso, A. J. Org. Chem. 2000, 65, 6462-6473.
25. For enantioselective reactions using sulfonyl compounds, see: (a) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984-991; (b) Yao, S.; Saddy, S.; Hazell, R. G.; Jørgensen, K. A. Chem. Eur. J. 2000, 6, 2435-2448; (c) Hiroi, K.; Ishi, M. Tetrahedron Lett. 2000, 41, 7071-7074; (d) Wada, E.; Pei, W.; Kanamasa, S. Chem. Lett. 1994, 2345-2348; (e) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 1637-1640; (f) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 145-148; (g) Wan, Z.-K.; Choi, H.-W.; Kang, F.-A.; Nakajima, K.; Demeki, D.; Kishi, Y. Org. Lett. 2002, 4, 4431-4434. For diastereoselective reactions using sulfonyl compounds, see: (h) Metallinos, C.; Snieckus, V. Org. Lett. 2002, 4, 1935-1938; (i) Bernabeu, M. C.; Chinchilla, R. ; Falvello, L. R.; Nájera, C. Tetrahedron: Asymmetry 2001, 12, 1811-1815; (j) Enders, D.; Muller, S. F.; Raabe, G.; Runsink, J. Eur. J. Org. Chem. 2000, 8, 879-892; (k) Sarakinos, G.; Corey, E. J. Org. Lett. 1999, 1, 1741-1744; (l) Miyabe, H.; Fuji, K.; Naito, T. Org. Lett. 1999, 1, 569-572; (m) Marcantoni, E.; Cingolani, S.; Bartoli, G.; Bosco, M.; Sambri, L. J. Org. Chem. 1998, 63, 3624-3630; (n) Marino, J. P.; Anna, L. J.; Fernández, de La Paradilla, R.; Martínez, M. V.; Montero, C.; Viso, A. J. Org. Chem. 2000, 65, 6462-6473.
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