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Tetrahedron Organic Chemistry Series 10; Pergamon Press: Oxford, U.K
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Simpkins, N. S. Sulfones in Organic Synthesis; Tetrahedron Organic Chemistry Series 10; Pergamon Press: Oxford, U.K, 1993; pp 56, 362. For other related references, see the following. (a) Durst, T.; Tin, K. C.; de Reinach-Hirtzbach, F.; Decesare, J. M.; Ryan, M. D. Can. J. Chem. 1979, 57, 258-266.
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Simpkins, N.S.1
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Simpkins, N. S. Sulfones in Organic Synthesis; Tetrahedron Organic Chemistry Series 10; Pergamon Press: Oxford, U.K, 1993; pp 56, 362. For other related references, see the following. (a) Durst, T.; Tin, K. C.; de Reinach-Hirtzbach, F.; Decesare, J. M.; Ryan, M. D. Can. J. Chem. 1979, 57, 258-266.
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For the ring opening of α,β-epoxy sulfones by azide ion, see the following. (a) Barone, A. D.; Snitman, D. L.; Watt, D. S. J. Org. Chem. 1978, 43, 2066-2068.
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(b) Thang, T. T.; Laborde, M. A.; Olesker, A.; Lukacs, G. J. Chem. Soc., Chem. Commun. 1988, 1581-1582.
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We thank one of the reviewers for the comment given on the importance of silyl groups to facilitate the epoxide opening
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Papini, A.; Ricci, A.; Taddei, M.; Seconi, G.; Dembech, P. J. Chem. Soc., Perkin Trans. 1 1984, 2261-2265. We thank one of the reviewers for the comment given on the importance of silyl groups to facilitate the epoxide opening.
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Papini, A.1
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Chapleur, Y., Ed.; Wiley-VCH: Weinheim
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For a general account on the chemistry and biological properties of carbasugars, see the following. Ogawa, S. In Carbohydrate Mimics: Concepts and Methods; Chapleur, Y., Ed.; Wiley-VCH: Weinheim, 1998. For some selected synthetic approach to aminocarbasugars, see the following. (a) Paulsen, H.; Heiker, F. R. Angew. Chem., Int. Ed. Engl. 1980, 19, 904-905.
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For a general account on the chemistry and biological properties of carbasugars, see the following. Ogawa, S. In Carbohydrate Mimics: Concepts and Methods; Chapleur, Y., Ed.; Wiley-VCH: Weinheim, 1998. For some selected synthetic approach to aminocarbasugars, see the following. (a) Paulsen, H.; Heiker, F. R. Angew. Chem., Int. Ed. Engl. 1980, 19, 904-905.
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For the biological importance and previous synthesis of validamine and some stereoisomers see the references quoted in refs 2, 5, and the following. (a) Shing, T. K. M.; Tai, V. W.-F. J. Org. Chem. 1995, 60, 5332-5334.
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For some studies concerning the migration of silyl protecting groups, see the following. (a) Ogilvie, K. K.; Beaucage, S. L.; Schifman, A. L.; Theriault, N. Y.; Sadana, K. L. Can. J. Chem. 1978, 56, 2768-2780.
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Beaucage, S.L.2
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Sadana, K.L.5
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22
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0343175855
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Oxford Science Publications: Oxford, U.K., Chapter 4
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For a discussion of the generation of nitrenes from azides and 1,2 hydrogen shifts in these systems, see the following. Moody, Ch. J.; Whitham, G. H. In Reactive Intermediates; Oxford Science Publications: Oxford, U.K., 1995; Chapter 4, pp 52-53, 61-62.
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Reactive Intermediates
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Moody, Ch.J.1
Whitham, G.H.2
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23
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0342741391
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note
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We thank one of the reviewers for suggesting the experiment starting from 1b in order to clarify the proposed mechanism.
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