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(b) Masamune, H.; Sharpless, K. B., unpublished results. (19) Tuddenham, D.; Sharpless, K. B., unpublished results.
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Bessodes, M.; Abushanab, E.; Antonakis, K. Tetrahedron Lett. 1984, 25, 5899. (b) Masamune, H.; Sharpless, K. B., unpublished results. (19) Tuddenham, D.; Sharpless, K. B., unpublished results.
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In one instance, distillation of prenyl epoxy alcohol led to violent polymerization.
-
In situ derivatization avoids this problem.
-
In one instance, distillation of prenyl epoxy alcohol led to violent polymerization. In situ derivatization avoids this problem.
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15
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For uses of glycidol, see: Nakano, J.; Mimura, M.; Hayashida, M.; Kimura, K.; Nakanishi, T. Heterocycles 1983, 20, 1975. Haouet, A.; Sepulchre, M.; Spassky, N. Eur, Polym. J. 1983, 19, 1089. (b) For uses of crotyl epoxy alcohol, see: Kobayashi, Y.; Kitano, Y.; Sato, F. J. Chem. Soc.,Chem. Commun. 1984, 1329. Yamada, S.; Shiraishi, M.; Ohm-uri, M.; Takayama, H. Tetrahedron Lett. 1984, 25, 3347. Corey, E. J.; Trybulski, E. J.; Melvin, L. S.; Nicolaou, K. C.; Secrist, J. A.; Lett, R.; Sheldrake, P. W.; Falck, J. R.; Brunelle, D. J.; Haslanger, M. F.; Kim, S.; Yoo, S. J. Am. Chem. Soc. 1978,100, 4618. Helbig, W. Liebigs Ann. Chem. 1984, 1165. Kuroda, C.; Theramongkol, P.; Engebrecht, J. R.; White, J. D. J. Org. Chem. 1985, 51, 956. (c) For uses of prenyl epoxy alcohol, see: Dumont, R.; Pfander, H. Helv. Chim. Acta 1983, 66, 814. (22) For uses of glycidol derivatives, see: Hardy, J. C.; Villatte, G.; Gueremy, C. Bull. Soc. Chim. Fr. (Pt. 2) 1982, 304. McClure, D. E.; Arison, B. H.; Baldwin, J. J. J. Am. Chem. Soc. 1979, 101, 3666. Bouzoubaa, M.; Leclerc, G.; Rakhit, S.; Andermann, G. J. Med. Chem. 1985, 28, 896.
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For uses of glycidol, see: Baldwin, J. J.; McClure, D. E.; Gross, D. M.; Williams, M. J. Med. Chem. 1982, 25, 931. Nakano, J.; Mimura, M.; Hayashida, M.; Kimura, K.; Nakanishi, T. Heterocycles 1983, 20, 1975. Haouet, A.; Sepulchre, M.; Spassky, N. Eur, Polym. J. 1983, 19, 1089. (b) For uses of crotyl epoxy alcohol, see: Kobayashi, Y.; Kitano, Y.; Sato, F. J. Chem. Soc.,Chem. Commun. 1984, 1329. Yamada, S.; Shiraishi, M.; Ohm-uri, M.; Takayama, H. Tetrahedron Lett. 1984, 25, 3347. Corey, E. J.; Trybulski, E. J.; Melvin, L. S.; Nicolaou, K. C.; Secrist, J. A.; Lett, R.; Sheldrake, P. W.; Falck, J. R.; Brunelle, D. J.; Haslanger, M. F.; Kim, S.; Yoo, S. J. Am. Chem. Soc. 1978,100, 4618. Helbig, W. Liebigs Ann. Chem. 1984, 1165. Kuroda, C.; Theramongkol, P.; Engebrecht, J. R.; White, J. D. J. Org. Chem. 1985, 51, 956. (c) For uses of prenyl epoxy alcohol, see: Dumont, R.; Pfander, H. Helv. Chim. Acta 1983, 66, 814. (22) For uses of glycidol derivatives, see: Hardy, J. C.; Villatte, G.; Gueremy, C. Bull. Soc. Chim. Fr. (Pt. 2) 1982, 304. McClure, D. E.; Arison, B. H.; Baldwin, J. J. J. Am. Chem. Soc. 1979, 101, 3666. Bouzoubaa, M.; Leclerc, G.; Rakhit, S.; Andermann, G. J. Med. Chem. 1985, 28, 896.
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(b) Klunder, J. M.; Sharpless, K. B., unpublished results.
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Klunder, J. M.; Sharpless, K. B. J. Org. Chem. 1987, 52, 2598. (b) Klunder, J. M.; Sharpless, K. B., unpublished results.
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Klunder, J.M.1
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Williams, David R. (Indiana University), private communication.
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0001017526
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The kinetic resolution of 2-methylenecyclohexanol is effective using 15 mol % catalyst in the presence of molecular sieves (R C. Ronald, private communication).
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Roush, W. R.; Brown, R. J. J. Org. Chem. 1983, 48, 5093. The kinetic resolution of 2-methylenecyclohexanol is effective using 15 mol % catalyst in the presence of molecular sieves (R C. Ronald, private communication).
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85022526300
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Sumitomo Patent, Jpn. Kokai Tokkyo Koho JP 82 58 632
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Sumitomo Patent, Jpn. Kokai Tokkyo Koho JP 82 58 632 (Chemical Abstracts 1982, 97, 144388 h).
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25
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0000471716
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Prolonged heating beyond this time should be avoided since gradual TBHP decomposition occurs. However, interruption of the required heating period is acceptable
-
Prolonged heating beyond this time should be avoided since gradual TBHP decomposition occurs. However, interruption of the required heating period is acceptable, (b) Hill, J. G.; Rossiter, B. E.; Sharpless, K. B. J. Org. Chem. 1983, 48, 3607.
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Denmark, S. E.; Jones, T. K. J. Org. Chem. 1982, 47, 4595. Jones, T. K.; Denmark,S. E. Org. Synth. 1986, 64, 182.
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This compound has previously been reported as the racemate. (b) Chautemps, P.; Pierre, j.L.; Arnaud, P. C. R. Seances Acad. Sci., Ser. 3 1968. 266, 622. This publication also describes the preparation of racemic epoxy crotyl tosylate. (c) Nakabayashi, N.; Masuhara, E.; Iwakara, Y. Bull. Chem. Soc. Jpn. 1966, 39, 413. (d) Ichikawa, K. Yuki Gosei Kagaku Kyokaishi 1964, 22, 553.
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This compound has previously been reported as the racemate. (a) Pierre, J. L. ; Arnaud, P. Bull. Soc. Chim. Fr. 1969, 2868. (b) Chautemps, P.; Pierre, j.L.; Arnaud, P. C. R. Seances Acad. Sci., Ser. 3 1968. 266, 622. This publication also describes the preparation of racemic epoxy crotyl tosylate. (c) Nakabayashi, N.; Masuhara, E.; Iwakara, Y. Bull. Chem. Soc. Jpn. 1966, 39, 413. (d) Ichikawa, K. Yuki Gosei Kagaku Kyokaishi 1964, 22, 553.
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|