Nucleosides and Nucleotides. 163. Synthesis of 3′-β-Branched Uridine Derivatives via Intramolecular Reformatsky-Type Reaction Promoted by Samarium Diiodide

Journal of Organic Chemistry

Volumn 62, Issue 5, 1997, Pages 1368-1375

  Ichikawa, Satoshi ^a   Shuto, Satoshi ^a   Minakawa, Noriaki ^a   Matsuda, Akira ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

NUCLEOSIDE DERIVATIVE; URIDINE DERIVATIVE;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; IN VITRO STUDY; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030937596     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo961665f     Document Type: Article

References (73)

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30. For examples: (a) Nutt, R. F.; Dickinson, M. J.; Holly, F. W.; Walton, E. J. Org. Chem. 1968, 33, 1789-1795. (b) Shuto, S.; Iwano, Y.; Inoue, H.; Ueda, T. Nucleosides Nucleotides 1982, 1, 263-270. (c) Hayakawa, H.; Tanaka, J.; Itoh, N.; Nakajima, M.; Miyasaka, T.; Yamaguchi, K.; Iitaka, Y. Chem. Pharm. Bull. 1987, 35, 2605-2608. (d) Huss, S.; De las Heras, F. G.; Camarasa, M. J. Tetrahedron 1991, 47, 1727-1736. (e) Bender, S. L.; Moffett, K. K. J. Org. Chem. 1992, 57, 1646-1647. (f) Valazquez, S.; San-Felix, A.; Perez-Perez, M. J.; Balzarini, J.; De Clercq, E.; Camarasa, M. J. J. Med. Chem. 1993, 36, 3230-3239. (g) Lee, K.; Wiemer, D. F. J. Org. Chem. 1993, 58, 7808-7812. (h) Jorgensen, P. N.; Stein, P. C.; Wengel, J. J. Am. Chem. Soc. 1994, 116, 2231-2232. Schmit, C.; Bevierre, M.-O.; De Mesmaeker, A.; Altamann, K.-H. Bioorg. Med. Chem. Lett. 1994, 4, 1969-1974. (j) Hossain, N.; Plavec, J.; Chattopadhyaya, J. Tetrahedron 1994, 50, 4167-4178. (k) Johnson, C. R.; Rhumralkar, D. R.; De Clercq, E. Nucleosides Nucleotides 1995, 14, 185-194. Becouarn, S.; Szernecki, S.; Valery, J.-M. Tetrahedron Lett. 1995, 36, 873-876. Jung, P. M. J.; Burger, A.; Biellmann, J.-F. Tetrahedron Lett. 1995, 36, 1031-1034. (n) Auguste, S. P.; Young, D. W. J. Chem. Soc., Perkin Trans. 1 1995, 395-404.
31. For examples: (a) Nutt, R. F.; Dickinson, M. J.; Holly, F. W.; Walton, E. J. Org. Chem. 1968, 33, 1789-1795. (b) Shuto, S.; Iwano, Y.; Inoue, H.; Ueda, T. Nucleosides Nucleotides 1982, 1, 263-270. (c) Hayakawa, H.; Tanaka, J.; Itoh, N.; Nakajima, M.; Miyasaka, T.; Yamaguchi, K.; Iitaka, Y. Chem. Pharm. Bull. 1987, 35, 2605-2608. (d) Huss, S.; De las Heras, F. G.; Camarasa, M. J. Tetrahedron 1991, 47, 1727-1736. (e) Bender, S. L.; Moffett, K. K. J. Org. Chem. 1992, 57, 1646-1647. (f) Valazquez, S.; San-Felix, A.; Perez-Perez, M. J.; Balzarini, J.; De Clercq, E.; Camarasa, M. J. J. Med. Chem. 1993, 36, 3230-3239. (g) Lee, K.; Wiemer, D. F. J. Org. Chem. 1993, 58, 7808-7812. (h) Jorgensen, P. N.; Stein, P. C.; Wengel, J. J. Am. Chem. Soc. 1994, 116, 2231-2232. Schmit, C.; Bevierre, M.-O.; De Mesmaeker, A.; Altamann, K.-H. Bioorg. Med. Chem. Lett. 1994, 4, 1969-1974. (j) Hossain, N.; Plavec, J.; Chattopadhyaya, J. Tetrahedron 1994, 50, 4167-4178. (k) Johnson, C. R.; Rhumralkar, D. R.; De Clercq, E. Nucleosides Nucleotides 1995, 14, 185-194. Becouarn, S.; Szernecki, S.; Valery, J.-M. Tetrahedron Lett. 1995, 36, 873-876. Jung, P. M. J.; Burger, A.; Biellmann, J.-F. Tetrahedron Lett. 1995, 36, 1031-1034. (n) Auguste, S. P.; Young, D. W. J. Chem. Soc., Perkin Trans. 1 1995, 395-404.
32. For examples: (a) Nutt, R. F.; Dickinson, M. J.; Holly, F. W.; Walton, E. J. Org. Chem. 1968, 33, 1789-1795. (b) Shuto, S.; Iwano, Y.; Inoue, H.; Ueda, T. Nucleosides Nucleotides 1982, 1, 263-270. (c) Hayakawa, H.; Tanaka, J.; Itoh, N.; Nakajima, M.; Miyasaka, T.; Yamaguchi, K.; Iitaka, Y. Chem. Pharm. Bull. 1987, 35, 2605-2608. (d) Huss, S.; De las Heras, F. G.; Camarasa, M. J. Tetrahedron 1991, 47, 1727-1736. (e) Bender, S. L.; Moffett, K. K. J. Org. Chem. 1992, 57, 1646-1647. (f) Valazquez, S.; San-Felix, A.; Perez-Perez, M. J.; Balzarini, J.; De Clercq, E.; Camarasa, M. J. J. Med. Chem. 1993, 36, 3230-3239. (g) Lee, K.; Wiemer, D. F. J. Org. Chem. 1993, 58, 7808-7812. (h) Jorgensen, P. N.; Stein, P. C.; Wengel, J. J. Am. Chem. Soc. 1994, 116, 2231-2232. Schmit, C.; Bevierre, M.-O.; De Mesmaeker, A.; Altamann, K.-H. Bioorg. Med. Chem. Lett. 1994, 4, 1969-1974. (j) Hossain, N.; Plavec, J.; Chattopadhyaya, J. Tetrahedron 1994, 50, 4167-4178. (k) Johnson, C. R.; Rhumralkar, D. R.; De Clercq, E. Nucleosides Nucleotides 1995, 14, 185-194. Becouarn, S.; Szernecki, S.; Valery, J.-M. Tetrahedron Lett. 1995, 36, 873-876. Jung, P. M. J.; Burger, A.; Biellmann, J.-F. Tetrahedron Lett. 1995, 36, 1031-1034. (n) Auguste, S. P.; Young, D. W. J. Chem. Soc., Perkin Trans. 1 1995, 395-404.
33. For examples: (a) Nutt, R. F.; Dickinson, M. J.; Holly, F. W.; Walton, E. J. Org. Chem. 1968, 33, 1789-1795. (b) Shuto, S.; Iwano, Y.; Inoue, H.; Ueda, T. Nucleosides Nucleotides 1982, 1, 263-270. (c) Hayakawa, H.; Tanaka, J.; Itoh, N.; Nakajima, M.; Miyasaka, T.; Yamaguchi, K.; Iitaka, Y. Chem. Pharm. Bull. 1987, 35, 2605-2608. (d) Huss, S.; De las Heras, F. G.; Camarasa, M. J. Tetrahedron 1991, 47, 1727-1736. (e) Bender, S. L.; Moffett, K. K. J. Org. Chem. 1992, 57, 1646-1647. (f) Valazquez, S.; San-Felix, A.; Perez-Perez, M. J.; Balzarini, J.; De Clercq, E.; Camarasa, M. J. J. Med. Chem. 1993, 36, 3230-3239. (g) Lee, K.; Wiemer, D. F. J. Org. Chem. 1993, 58, 7808-7812. (h) Jorgensen, P. N.; Stein, P. C.; Wengel, J. J. Am. Chem. Soc. 1994, 116, 2231-2232. Schmit, C.; Bevierre, M.-O.; De Mesmaeker, A.; Altamann, K.-H. Bioorg. Med. Chem. Lett. 1994, 4, 1969-1974. (j) Hossain, N.; Plavec, J.; Chattopadhyaya, J. Tetrahedron 1994, 50, 4167-4178. (k) Johnson, C. R.; Rhumralkar, D. R.; De Clercq, E. Nucleosides Nucleotides 1995, 14, 185-194. Becouarn, S.; Szernecki, S.; Valery, J.-M. Tetrahedron Lett. 1995, 36, 873-876. Jung, P. M. J.; Burger, A.; Biellmann, J.-F. Tetrahedron Lett. 1995, 36, 1031-1034. (n) Auguste, S. P.; Young, D. W. J. Chem. Soc., Perkin Trans. 1 1995, 395-404.
34. For examples: (a) Nutt, R. F.; Dickinson, M. J.; Holly, F. W.; Walton, E. J. Org. Chem. 1968, 33, 1789-1795. (b) Shuto, S.; Iwano, Y.; Inoue, H.; Ueda, T. Nucleosides Nucleotides 1982, 1, 263-270. (c) Hayakawa, H.; Tanaka, J.; Itoh, N.; Nakajima, M.; Miyasaka, T.; Yamaguchi, K.; Iitaka, Y. Chem. Pharm. Bull. 1987, 35, 2605-2608. (d) Huss, S.; De las Heras, F. G.; Camarasa, M. J. Tetrahedron 1991, 47, 1727-1736. (e) Bender, S. L.; Moffett, K. K. J. Org. Chem. 1992, 57, 1646-1647. (f) Valazquez, S.; San-Felix, A.; Perez-Perez, M. J.; Balzarini, J.; De Clercq, E.; Camarasa, M. J. J. Med. Chem. 1993, 36, 3230-3239. (g) Lee, K.; Wiemer, D. F. J. Org. Chem. 1993, 58, 7808-7812. (h) Jorgensen, P. N.; Stein, P. C.; Wengel, J. J. Am. Chem. Soc. 1994, 116, 2231-2232. Schmit, C.; Bevierre, M.-O.; De Mesmaeker, A.; Altamann, K.-H. Bioorg. Med. Chem. Lett. 1994, 4, 1969-1974. (j) Hossain, N.; Plavec, J.; Chattopadhyaya, J. Tetrahedron 1994, 50, 4167-4178. (k) Johnson, C. R.; Rhumralkar, D. R.; De Clercq, E. Nucleosides Nucleotides 1995, 14, 185-194. Becouarn, S.; Szernecki, S.; Valery, J.-M. Tetrahedron Lett. 1995, 36, 873-876. Jung, P. M. J.; Burger, A.; Biellmann, J.-F. Tetrahedron Lett. 1995, 36, 1031-1034. (n) Auguste, S. P.; Young, D. W. J. Chem. Soc., Perkin Trans. 1 1995, 395-404.
35. For examples: (a) Nutt, R. F.; Dickinson, M. J.; Holly, F. W.; Walton, E. J. Org. Chem. 1968, 33, 1789-1795. (b) Shuto, S.; Iwano, Y.; Inoue, H.; Ueda, T. Nucleosides Nucleotides 1982, 1, 263-270. (c) Hayakawa, H.; Tanaka, J.; Itoh, N.; Nakajima, M.; Miyasaka, T.; Yamaguchi, K.; Iitaka, Y. Chem. Pharm. Bull. 1987, 35, 2605-2608. (d) Huss, S.; De las Heras, F. G.; Camarasa, M. J. Tetrahedron 1991, 47, 1727-1736. (e) Bender, S. L.; Moffett, K. K. J. Org. Chem. 1992, 57, 1646-1647. (f) Valazquez, S.; San-Felix, A.; Perez-Perez, M. J.; Balzarini, J.; De Clercq, E.; Camarasa, M. J. J. Med. Chem. 1993, 36, 3230-3239. (g) Lee, K.; Wiemer, D. F. J. Org. Chem. 1993, 58, 7808-7812. (h) Jorgensen, P. N.; Stein, P. C.; Wengel, J. J. Am. Chem. Soc. 1994, 116, 2231-2232. Schmit, C.; Bevierre, M.-O.; De Mesmaeker, A.; Altamann, K.-H. Bioorg. Med. Chem. Lett. 1994, 4, 1969-1974. (j) Hossain, N.; Plavec, J.; Chattopadhyaya, J. Tetrahedron 1994, 50, 4167-4178. (k) Johnson, C. R.; Rhumralkar, D. R.; De Clercq, E. Nucleosides Nucleotides 1995, 14, 185-194. Becouarn, S.; Szernecki, S.; Valery, J.-M. Tetrahedron Lett. 1995, 36, 873-876. Jung, P. M. J.; Burger, A.; Biellmann, J.-F. Tetrahedron Lett. 1995, 36, 1031-1034. (n) Auguste, S. P.; Young, D. W. J. Chem. Soc., Perkin Trans. 1 1995, 395-404.
36. For examples: (a) Nutt, R. F.; Dickinson, M. J.; Holly, F. W.; Walton, E. J. Org. Chem. 1968, 33, 1789-1795. (b) Shuto, S.; Iwano, Y.; Inoue, H.; Ueda, T. Nucleosides Nucleotides 1982, 1, 263-270. (c) Hayakawa, H.; Tanaka, J.; Itoh, N.; Nakajima, M.; Miyasaka, T.; Yamaguchi, K.; Iitaka, Y. Chem. Pharm. Bull. 1987, 35, 2605-2608. (d) Huss, S.; De las Heras, F. G.; Camarasa, M. J. Tetrahedron 1991, 47, 1727-1736. (e) Bender, S. L.; Moffett, K. K. J. Org. Chem. 1992, 57, 1646-1647. (f) Valazquez, S.; San-Felix, A.; Perez-Perez, M. J.; Balzarini, J.; De Clercq, E.; Camarasa, M. J. J. Med. Chem. 1993, 36, 3230-3239. (g) Lee, K.; Wiemer, D. F. J. Org. Chem. 1993, 58, 7808-7812. (h) Jorgensen, P. N.; Stein, P. C.; Wengel, J. J. Am. Chem. Soc. 1994, 116, 2231-2232. Schmit, C.; Bevierre, M.-O.; De Mesmaeker, A.; Altamann, K.-H. Bioorg. Med. Chem. Lett. 1994, 4, 1969-1974. (j) Hossain, N.; Plavec, J.; Chattopadhyaya, J. Tetrahedron 1994, 50, 4167-4178. (k) Johnson, C. R.; Rhumralkar, D. R.; De Clercq, E. Nucleosides Nucleotides 1995, 14, 185-194. Becouarn, S.; Szernecki, S.; Valery, J.-M. Tetrahedron Lett. 1995, 36, 873-876. Jung, P. M. J.; Burger, A.; Biellmann, J.-F. Tetrahedron Lett. 1995, 36, 1031-1034. (n) Auguste, S. P.; Young, D. W. J. Chem. Soc., Perkin Trans. 1 1995, 395-404.
37. For examples: (a) Nutt, R. F.; Dickinson, M. J.; Holly, F. W.; Walton, E. J. Org. Chem. 1968, 33, 1789-1795. (b) Shuto, S.; Iwano, Y.; Inoue, H.; Ueda, T. Nucleosides Nucleotides 1982, 1, 263-270. (c) Hayakawa, H.; Tanaka, J.; Itoh, N.; Nakajima, M.; Miyasaka, T.; Yamaguchi, K.; Iitaka, Y. Chem. Pharm. Bull. 1987, 35, 2605-2608. (d) Huss, S.; De las Heras, F. G.; Camarasa, M. J. Tetrahedron 1991, 47, 1727-1736. (e) Bender, S. L.; Moffett, K. K. J. Org. Chem. 1992, 57, 1646-1647. (f) Valazquez, S.; San-Felix, A.; Perez-Perez, M. J.; Balzarini, J.; De Clercq, E.; Camarasa, M. J. J. Med. Chem. 1993, 36, 3230-3239. (g) Lee, K.; Wiemer, D. F. J. Org. Chem. 1993, 58, 7808-7812. (h) Jorgensen, P. N.; Stein, P. C.; Wengel, J. J. Am. Chem. Soc. 1994, 116, 2231-2232. Schmit, C.; Bevierre, M.-O.; De Mesmaeker, A.; Altamann, K.-H. Bioorg. Med. Chem. Lett. 1994, 4, 1969-1974. (j) Hossain, N.; Plavec, J.; Chattopadhyaya, J. Tetrahedron 1994, 50, 4167-4178. (k) Johnson, C. R.; Rhumralkar, D. R.; De Clercq, E. Nucleosides Nucleotides 1995, 14, 185-194. Becouarn, S.; Szernecki, S.; Valery, J.-M. Tetrahedron Lett. 1995, 36, 873-876. Jung, P. M. J.; Burger, A.; Biellmann, J.-F. Tetrahedron Lett. 1995, 36, 1031-1034. (n) Auguste, S. P.; Young, D. W. J. Chem. Soc., Perkin Trans. 1 1995, 395-404.
38. For examples: (a) Nutt, R. F.; Dickinson, M. J.; Holly, F. W.; Walton, E. J. Org. Chem. 1968, 33, 1789-1795. (b) Shuto, S.; Iwano, Y.; Inoue, H.; Ueda, T. Nucleosides Nucleotides 1982, 1, 263-270. (c) Hayakawa, H.; Tanaka, J.; Itoh, N.; Nakajima, M.; Miyasaka, T.; Yamaguchi, K.; Iitaka, Y. Chem. Pharm. Bull. 1987, 35, 2605-2608. (d) Huss, S.; De las Heras, F. G.; Camarasa, M. J. Tetrahedron 1991, 47, 1727-1736. (e) Bender, S. L.; Moffett, K. K. J. Org. Chem. 1992, 57, 1646-1647. (f) Valazquez, S.; San-Felix, A.; Perez-Perez, M. J.; Balzarini, J.; De Clercq, E.; Camarasa, M. J. J. Med. Chem. 1993, 36, 3230-3239. (g) Lee, K.; Wiemer, D. F. J. Org. Chem. 1993, 58, 7808-7812. (h) Jorgensen, P. N.; Stein, P. C.; Wengel, J. J. Am. Chem. Soc. 1994, 116, 2231-2232. Schmit, C.; Bevierre, M.-O.; De Mesmaeker, A.; Altamann, K.-H. Bioorg. Med. Chem. Lett. 1994, 4, 1969-1974. (j) Hossain, N.; Plavec, J.; Chattopadhyaya, J. Tetrahedron 1994, 50, 4167-4178. (k) Johnson, C. R.; Rhumralkar, D. R.; De Clercq, E. Nucleosides Nucleotides 1995, 14, 185-194. Becouarn, S.; Szernecki, S.; Valery, J.-M. Tetrahedron Lett. 1995, 36, 873-876. Jung, P. M. J.; Burger, A.; Biellmann, J.-F. Tetrahedron Lett. 1995, 36, 1031-1034. (n) Auguste, S. P.; Young, D. W. J. Chem. Soc., Perkin Trans. 1 1995, 395-404.
39. For examples: (a) Nutt, R. F.; Dickinson, M. J.; Holly, F. W.; Walton, E. J. Org. Chem. 1968, 33, 1789-1795. (b) Shuto, S.; Iwano, Y.; Inoue, H.; Ueda, T. Nucleosides Nucleotides 1982, 1, 263-270. (c) Hayakawa, H.; Tanaka, J.; Itoh, N.; Nakajima, M.; Miyasaka, T.; Yamaguchi, K.; Iitaka, Y. Chem. Pharm. Bull. 1987, 35, 2605-2608. (d) Huss, S.; De las Heras, F. G.; Camarasa, M. J. Tetrahedron 1991, 47, 1727-1736. (e) Bender, S. L.; Moffett, K. K. J. Org. Chem. 1992, 57, 1646-1647. (f) Valazquez, S.; San-Felix, A.; Perez-Perez, M. J.; Balzarini, J.; De Clercq, E.; Camarasa, M. J. J. Med. Chem. 1993, 36, 3230-3239. (g) Lee, K.; Wiemer, D. F. J. Org. Chem. 1993, 58, 7808-7812. (h) Jorgensen, P. N.; Stein, P. C.; Wengel, J. J. Am. Chem. Soc. 1994, 116, 2231-2232. Schmit, C.; Bevierre, M.-O.; De Mesmaeker, A.; Altamann, K.-H. Bioorg. Med. Chem. Lett. 1994, 4, 1969-1974. (j) Hossain, N.; Plavec, J.; Chattopadhyaya, J. Tetrahedron 1994, 50, 4167-4178. (k) Johnson, C. R.; Rhumralkar, D. R.; De Clercq, E. Nucleosides Nucleotides 1995, 14, 185-194. Becouarn, S.; Szernecki, S.; Valery, J.-M. Tetrahedron Lett. 1995, 36, 873-876. Jung, P. M. J.; Burger, A.; Biellmann, J.-F. Tetrahedron Lett. 1995, 36, 1031-1034. (n) Auguste, S. P.; Young, D. W. J. Chem. Soc., Perkin Trans. 1 1995, 395-404.
40. For examples: (a) Nutt, R. F.; Dickinson, M. J.; Holly, F. W.; Walton, E. J. Org. Chem. 1968, 33, 1789-1795. (b) Shuto, S.; Iwano, Y.; Inoue, H.; Ueda, T. Nucleosides Nucleotides 1982, 1, 263-270. (c) Hayakawa, H.; Tanaka, J.; Itoh, N.; Nakajima, M.; Miyasaka, T.; Yamaguchi, K.; Iitaka, Y. Chem. Pharm. Bull. 1987, 35, 2605-2608. (d) Huss, S.; De las Heras, F. G.; Camarasa, M. J. Tetrahedron 1991, 47, 1727-1736. (e) Bender, S. L.; Moffett, K. K. J. Org. Chem. 1992, 57, 1646-1647. (f) Valazquez, S.; San-Felix, A.; Perez-Perez, M. J.; Balzarini, J.; De Clercq, E.; Camarasa, M. J. J. Med. Chem. 1993, 36, 3230-3239. (g) Lee, K.; Wiemer, D. F. J. Org. Chem. 1993, 58, 7808-7812. (h) Jorgensen, P. N.; Stein, P. C.; Wengel, J. J. Am. Chem. Soc. 1994, 116, 2231-2232. Schmit, C.; Bevierre, M.-O.; De Mesmaeker, A.; Altamann, K.-H. Bioorg. Med. Chem. Lett. 1994, 4, 1969-1974. (j) Hossain, N.; Plavec, J.; Chattopadhyaya, J. Tetrahedron 1994, 50, 4167-4178. (k) Johnson, C. R.; Rhumralkar, D. R.; De Clercq, E. Nucleosides Nucleotides 1995, 14, 185-194. Becouarn, S.; Szernecki, S.; Valery, J.-M. Tetrahedron Lett. 1995, 36, 873-876. Jung, P. M. J.; Burger, A.; Biellmann, J.-F. Tetrahedron Lett. 1995, 36, 1031-1034. (n) Auguste, S. P.; Young, D. W. J. Chem. Soc., Perkin Trans. 1 1995, 395-404.
41. For examples: (a) Nutt, R. F.; Dickinson, M. J.; Holly, F. W.; Walton, E. J. Org. Chem. 1968, 33, 1789-1795. (b) Shuto, S.; Iwano, Y.; Inoue, H.; Ueda, T. Nucleosides Nucleotides 1982, 1, 263-270. (c) Hayakawa, H.; Tanaka, J.; Itoh, N.; Nakajima, M.; Miyasaka, T.; Yamaguchi, K.; Iitaka, Y. Chem. Pharm. Bull. 1987, 35, 2605-2608. (d) Huss, S.; De las Heras, F. G.; Camarasa, M. J. Tetrahedron 1991, 47, 1727-1736. (e) Bender, S. L.; Moffett, K. K. J. Org. Chem. 1992, 57, 1646-1647. (f) Valazquez, S.; San-Felix, A.; Perez-Perez, M. J.; Balzarini, J.; De Clercq, E.; Camarasa, M. J. J. Med. Chem. 1993, 36, 3230-3239. (g) Lee, K.; Wiemer, D. F. J. Org. Chem. 1993, 58, 7808-7812. (h) Jorgensen, P. N.; Stein, P. C.; Wengel, J. J. Am. Chem. Soc. 1994, 116, 2231-2232. Schmit, C.; Bevierre, M.-O.; De Mesmaeker, A.; Altamann, K.-H. Bioorg. Med. Chem. Lett. 1994, 4, 1969-1974. (j) Hossain, N.; Plavec, J.; Chattopadhyaya, J. Tetrahedron 1994, 50, 4167-4178. (k) Johnson, C. R.; Rhumralkar, D. R.; De Clercq, E. Nucleosides Nucleotides 1995, 14, 185-194. Becouarn, S.; Szernecki, S.; Valery, J.-M. Tetrahedron Lett. 1995, 36, 873-876. Jung, P. M. J.; Burger, A.; Biellmann, J.-F. Tetrahedron Lett. 1995, 36, 1031-1034. (n) Auguste, S. P.; Young, D. W. J. Chem. Soc., Perkin Trans. 1 1995, 395-404.
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