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0342715242
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trans-Diacyloxy-substituted benzocyclobutenes of type 3 give Diels-Alder products with 42 at 80°C. Elaboration into the naphthoquinone was not possible, and in practice, thermal elimination of the diacetoxy groups gave the corresponding anthracene: (a) Hassall, C. H.; Broadhurst, M. J.; Thomas, G. J. J. Chem. Soc., Perkin Trans. 1 1982, 2239. (b) Broadhurst, M. J.; Hassall, C. H.; Thomas, G. J. Tetrahedron 1984, 40, 4649.
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0021749827
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trans-Diacyloxy-substituted benzocyclobutenes of type 3 give Diels-Alder products with 42 at 80°C. Elaboration into the naphthoquinone was not possible, and in practice, thermal elimination of the diacetoxy groups gave the corresponding anthracene: (a) Hassall, C. H.; Broadhurst, M. J.; Thomas, G. J. J. Chem. Soc., Perkin Trans. 1 1982, 2239. (b) Broadhurst, M. J.; Hassall, C. H.; Thomas, G. J. Tetrahedron 1984, 40, 4649.
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37049116136
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Silyloxy-substituted benzocyclobutenes have also been prepared by Suzuki: (e) Hosoya, T.; Hasegawa, T.; Kuriyama, Y.; Suzuki, K. Tetrahedron Lett. 1995, 36, 3377. (f) Hosoya, T.; Hasegawa, T.; Kuriyama, Y.; Matsumoto, T.; Suzuki, K. Synlett 1995, 177. (g) Matsumoto, T.; Hamura, T.; Kuriyama, Y.; Suzuki, K. Tetrahedron Lett. 1997, 38, 8985.
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55
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84941997676
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Silyloxy-substituted benzocyclobutenes have also been prepared by Suzuki: (e) Hosoya, T.; Hasegawa, T.; Kuriyama, Y.; Suzuki, K. Tetrahedron Lett. 1995, 36, 3377. (f) Hosoya, T.; Hasegawa, T.; Kuriyama, Y.; Matsumoto, T.; Suzuki, K. Synlett 1995, 177. (g) Matsumoto, T.; Hamura, T.; Kuriyama, Y.; Suzuki, K. Tetrahedron Lett. 1997, 38, 8985.
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56
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0030782588
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Silyloxy-substituted benzocyclobutenes have also been prepared by Suzuki: (e) Hosoya, T.; Hasegawa, T.; Kuriyama, Y.; Suzuki, K. Tetrahedron Lett. 1995, 36, 3377. (f) Hosoya, T.; Hasegawa, T.; Kuriyama, Y.; Matsumoto, T.; Suzuki, K. Synlett 1995, 177. (g) Matsumoto, T.; Hamura, T.; Kuriyama, Y.; Suzuki, K. Tetrahedron Lett. 1997, 38, 8985.
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57
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0342280232
-
-
note
-
Bis(trimethylsilyloxy) derivatives 11 and 33 were obtained in 4:1-6:1 trans/cis ratios. The bis(tert-butyldimethylsilyloxy) derivatives 12 and 27 were obtained in 6:1-9:1 trans/cis ratios. The difference was possibly due to partial decompostion of the trans isomer during preparation of 11 and 33.
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58
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84952749282
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(a) Fringuelli, F.; Taticchi, A.; Wenkert, E. Org. Prep. Proc. Int. 1990, 22, 131.
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61
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0343149718
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-
note
-
Relative configuration of the adducts were determined by 2-D and NOE NMR experiments. All product ratios were determined by integration in the NMR spectra.
-
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62
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0000452003
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4: (a) Jung, M. E. J. Org. Chem. 1976, 41, 1479. See also: (b) Muzart, J. Synthesis 1993, 11.
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4: (a) Jung, M. E. J. Org. Chem. 1976, 41, 1479. See also: (b) Muzart, J. Synthesis 1993, 11.
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(a) Paterson, I.; Cowden, C. J.; Rahn, V.; Woodrow, M. D. Synlett 1998, 915.
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Paterson, I.1
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(c) Jung, M. E.; Pan, Y.-G.; Rathke, M. W.; Sullivan, D. F.; Woodbury, R. P. J. Org. Chem. 1977, 42, 3961.
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67
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0343149717
-
-
note
-
Compound 28 was obtained as a 4:3 mixture of endo and exo diastereomers.
-
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-
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68
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84984084978
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(a) Bosshard, D.; Fumagalli, S.; Good, R.; Treub, W.; Philipsborn, W. V.; Eugster, C. H. Helv. Chim. Acta 1964, 47, 769.
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Idarubicin (Idamycin) was approved in 1990 for use in the United States for treatment of acute nonlymphocytic and lymphoblastic leukemia. It has been shown to have superior therapeutic efficacy and reduced cardiotoxicity and to provide longer duration of survival compared to Daunorubicin: (a) Hollingshead, L. M.; Faulds, D. Drugs 1991, 42, 690. (b) Cersosimo, R. J. Clin. Pharm. 1992, 11, 152. Idarubicin is produced, with some difficulty, by semisynthesis from Daunomycin: Penco, S. Chim. Ind. Milan 1993, 75, 369; EP 0 337 665 B1.
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0026516911
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Idarubicin (Idamycin) was approved in 1990 for use in the United States for treatment of acute nonlymphocytic and lymphoblastic leukemia. It has been shown to have superior therapeutic efficacy and reduced cardiotoxicity and to provide longer duration of survival compared to Daunorubicin: (a) Hollingshead, L. M.; Faulds, D. Drugs 1991, 42, 690. (b) Cersosimo, R. J. Clin. Pharm. 1992, 11, 152. Idarubicin is produced, with some difficulty, by semisynthesis from Daunomycin: Penco, S. Chim. Ind. Milan 1993, 75, 369; EP 0 337 665 B1.
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Clin. Pharm.
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Cersosimo, R.J.1
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0025949771
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EP 0 337 665 B1
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Idarubicin (Idamycin) was approved in 1990 for use in the United States for treatment of acute nonlymphocytic and lymphoblastic leukemia. It has been shown to have superior therapeutic efficacy and reduced cardiotoxicity and to provide longer duration of survival compared to Daunorubicin: (a) Hollingshead, L. M.; Faulds, D. Drugs 1991, 42, 690. (b) Cersosimo, R. J. Clin. Pharm. 1992, 11, 152. Idarubicin is produced, with some difficulty, by semisynthesis from Daunomycin: Penco, S. Chim. Ind. Milan 1993, 75, 369; EP 0 337 665 B1.
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Chim, P.S.1
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