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Porter, N.A.1
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Lead references to acyl radicals: (a) Crich, D.; Chen, C.; Hwang, J.-T.; Yuan, H.; Papadatos, A.; Walter, R. I. J. Am. Chem. Soc. 1994, 116, 8937. Reviews: (b) Nájera, C.; Yus, M. Org. Prep. Proc. Int. 1995, 27, 383.
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Lead references: (a) Crich, D.; Sun, S.; Brunckova J. Org. Chem. 1996, 61, 605. (b) Yamazaki, N.; Eichenberger, E. Curran, D. P. Tetrahedron Lett. 1994, 35, 6623. (c) Kahne, D.; Yang, D.; Lim, J. J.; Miller, R.; Paguaga, E. J. Am. Chem. Soc. 1988, 110, 8716. (d) Sugai, T.; Shen, G.-J.; Ichikawa, Y.; Wong, C.-H. J. Am. Chem. Soc. 1993, 115, 413.
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Lead references: (a) Crich, D.; Sun, S.; Brunckova J. Org. Chem. 1996, 61, 605. (b) Yamazaki, N.; Eichenberger, E. Curran, D. P. Tetrahedron Lett. 1994, 35, 6623. (c) Kahne, D.; Yang, D.; Lim, J. J.; Miller, R.; Paguaga, E. J. Am. Chem. Soc. 1988, 110, 8716. (d) Sugai, T.; Shen, G.-J.; Ichikawa, Y.; Wong, C.-H. J. Am. Chem. Soc. 1993, 115, 413.
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33751385878
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trans-4,6-Disubstituted 2,2-dimethyl-1,3-dioxanes adopt twist-boat conformations: (a) Rychnovsky, S. D.; Rogers, B.; Yang, G. J. Org. Chem. 1993, 58, 3511. (b) Rychnovsky, S. D.; Yang, G.; Powers, J. P. J. Org. Chem. 1993, 58, 5251.
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33751386333
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trans-4,6-Disubstituted 2,2-dimethyl-1,3-dioxanes adopt twist-boat conformations: (a) Rychnovsky, S. D.; Rogers, B.; Yang, G. J. Org. Chem. 1993, 58, 3511. (b) Rychnovsky, S. D.; Yang, G.; Powers, J. P. J. Org. Chem. 1993, 58, 5251.
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Rychnovsky, S.D.1
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Conformational analysis of 1,3-dioxanes: Anteunis, M. J. O.; Tavernier, D.; Borremans, F. Heterocycles 1976, 4, 293.
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85033816069
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Aldrich Chemical Co., Milwaukee, WI
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Aldrich Chemical Co., Milwaukee, WI.
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(a) Curran, D. P.; Chen, M.-H.; Spletzer, E.; Seong, C. M.; Chang, C.-T. J. Am. Chem. Soc. 1989, 111, 8872.
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0001279669
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(c) Curran, D. P.; Kim, D.; Liu, H. T.; Shen, W. J. Am. Chem. Soc. 1988, 110, 5900.
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0343755050
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For the stereochemistry of quenching of simple 9-decalinyl radicals with tin hydrides see: Greene, F. D.; Lowry, N. N. J. Org. Chem. 1967, 32, 882.
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Greene, F.D.1
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29
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85033815653
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note
-
The two alkyl groups R′ and R″ (5) in 10 and 27 severely restrict the number of boat and twist boat conformers resulting in formation of only one isomer (14 and 33) from exo-face quenching as opposed to the mixture (22) obtained when R′ = H as in 11.
-
-
-
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30
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85033817004
-
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note
-
The basic structural motif could be obtained from selected terpenoids such as hederagenin and aphidicolin, but their relative inaccessibility renders them unattractive for use as chiral auxiliaries.
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31
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0025041081
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(a) Ishizuka, T.; Kimura, K.; Ishibuchi, S.; Kunieda, T. Chem. Pharm. Bull. 1990, 38, 1717.
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36
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85033825839
-
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note
-
Chiral lanthanide shift reagents were unsatisfactory.
-
-
-
-
37
-
-
33847088636
-
-
Although the Pirkle solvating agent is usually applied to more polar species, NMR resolution of simple lactones has been reported: (a) Pirkle, W. H.; Sikkenga, D. L.; Pavlin, M. S. J. Org. Chem. 1977, 42, 384. (b) Pirkle, W. H.; Adams, P. E. J. Org. Chem. 1978, 43, 378.
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Pirkle, W.H.1
Sikkenga, D.L.2
Pavlin, M.S.3
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38
-
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0003311751
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Although the Pirkle solvating agent is usually applied to more polar species, NMR resolution of simple lactones has been reported: (a) Pirkle, W. H.; Sikkenga, D. L.; Pavlin, M. S. J. Org. Chem. 1977, 42, 384. (b) Pirkle, W. H.; Adams, P. E. J. Org. Chem. 1978, 43, 378.
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Pirkle, W.H.1
Adams, P.E.2
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39
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85033824581
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note
-
2 in acetone was found to minimize this problem.
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