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Thienamycin synthesis using hydroxyl inversion 1A to IB (b) Melillo, D. G.; Liu, T.; Ryan, K.; Sletzinger, M.; Shinkai, I. Tetrahedron Lett. 1981, 22, 913. (c) Shinkai, I.; Liu, T.; Reamer, R. A.; Sletzinger, M. Tetrahedron Lett. 1982, 23, 4899–4902. (d) Sletzinger, M.; Liu, T.; Reamer, R. A.; Shinkai, I. Tetrahdedron Lett. 1980, 21, 4221–4224
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Thienamycin synthesis using hydroxyl inversion 1A to IB: (a) Melillo, D. G.; Shinkai, I.; Liu, T.; Ryan, K.; Sletzinger, M. Tetrahedron Lett. 1980, 21, 2783. (b) Melillo, D. G.; Liu, T.; Ryan, K.; Sletzinger, M.; Shinkai, I. Tetrahedron Lett. 1981, 22, 913. (c) Shinkai, I.; Liu, T.; Reamer, R. A.; Sletzinger, M. Tetrahedron Lett. 1982, 23, 4899–4902. (d) Sletzinger, M.; Liu, T.; Reamer, R. A.; Shinkai, I. Tetrahdedron Lett. 1980, 21, 4221–4224.
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with diisopropyl azodi-carboxylate (DIAD) instead of the ethyl ester (DEAD) because the former was considered a safer compound and was more readily available
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The inversion reactions were originally run in these laboratories on a large scale Thus, our studies centered on the use of DIAD instead of DEAD. Recent work indicates little difference between the two reagents
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The inversion reactions were originally run in these laboratories on a large scale (G. Gal, G. G. Hazen, R. P. Volante) with diisopropyl azodi-carboxylate (DIAD) instead of the ethyl ester (DEAD) because the former was considered a safer compound and was more readily available. Thus, our studies centered on the use of DIAD instead of DEAD. Recent work indicates little difference between the two reagents.
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Adam, W.; Narita, N.; Nishizawa, Y. J. Am. Chem. Soc. 1984, 106, 1843–1845. (b) Grochowski, E.; Hilton, B. D.; Kupper, R. J.; Michejda, C. J. J. Am. Chem. Soc. 1982, 104, 6876-6877. (c) Von Itzstein, M.; Jenkins, I. D. Aust. J. Chem. 1983, 36, 557–563. (d) Guthrie, R. D.; Jenkins, I. D. Aust. J. Chem. 1982, 35, 767–774.
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Chantooni, M. K., Jr.; Kolthoff, I. M. J. Am. Chem. Soc. 1970, 92, 7025–7030. (b) Hojo, M.; Imai, Y. Bull. Chem. Soc. Jpn. 1983, 56, 1963–1967.
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Oxyphosphonium ions have been isolated and characterized from Mitsunobu reactions
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Oxyphosphonium ions have been isolated and characterized from Mitsunobu reactions: Kunz, H.; Schmidt, P. Justus Liebigs Ann. Chem. 1982, 1245–1260.
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