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7
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4544230920
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note
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Compounds 2 and 3 are known generally as 1,2,3-oxathiazinane-2,2-dioxides or as 2,2-dioxotetrahydro-1,2,3-oxathiazines. We refer to such structures as oxathiazinanes or oxathiazinane N,O-acetals for convenience.
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-
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8
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0042912996
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For recent reviews on C-H amination, see: a) P. Dauban, R. H. Dodd, Synlett 2003, 1571;
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Dauban, P.1
Dodd, R.H.2
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4], see: S.-i. Hashimoto, N. Watanabe, S. Ikegami, Tetrahedron Lett. 1992, 33, 2709.
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Hashimoto, S.-I.1
Watanabe, N.2
Ikegami, S.3
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13
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33748811198
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For excellent discussions on the influence of the metal catalyst on C-H insertion reactions of carbenes, see; a) A. Padwa, D. J. Austin, Angew. Chem. 1994, 106, 1881; Angew. Chem. Int. Ed. Engl. 1994, 33, 1797;
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Padwa, A.1
Austin, D.J.2
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14
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33748811198
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For excellent discussions on the influence of the metal catalyst on C-H insertion reactions of carbenes, see; a) A. Padwa, D. J. Austin, Angew. Chem. 1994, 106, 1881; Angew. Chem. Int. Ed. Engl. 1994, 33, 1797;
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17
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0345791433
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4]. For a detailed account of amination reactions with chiral sulfamates, see: P. M. Wehn, J. Lee, J. Du Bois, Org. Lett. 2003, 5, 4823.
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0002487883
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For reviews on addition reactions to iminium ions, see: a) S. M. Weinreb, Top. Curr. Chem. 1997, 190, 131;
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Weinreb, S.M.1
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21
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4544368595
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note
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1H NMR spectroscopy (a combination of coupling-constant and NOE data); see the Supporting Information for details.
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22
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0034835815
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C. G. Espino, P. M. Wehn, J. Chow, J. Du Bois, J. Am. Chem. Soc. 2001, 123, 6935.
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0000000271
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Addition reactions to oxocarbenium ions derived from 1,3-dioxanes may also conform to this model; see: a) S. Uehira, Z. Han, H. Shinokubo, K. Oshima, Org. Lett. 1999, 1, 1383;
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30
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0034721430
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Silyl enol ethers and ketene acetals were prepared following established protocols; see: a) D. A. Evans, T. Rovis, M. C. Kozlowski, C. W. Downey, J. S. Tedrow, J. Am. Chem. Soc. 2000, 122, 9134;
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32
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0036625262
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and references therein
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S. Kobayashi, M. Sugiura, H. Kitagawa, W. W.-L. Lam, Chem. Rev. 2002, 102, 2227, and references therein.
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33
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4544245900
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note
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3 will catalyze the addition of allyltrimethylsilane to N,O-acetals, reaction times are typically quite long (48 h), and product yields are diminished.
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34
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0035830556
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Similar reaction conditions were described recently for the addition of silyl enol ethers to 2-methoxy- and 2-acyloxypiperidines; see: O. Okitsu, R. Suzuki, S. Kobayashi, J. Org. Chem. 2001, 66, 809; see also: M. Yamanaka, A. Nishida, M. Nakagawa, J. Org. Chem. 2003, 68, 3112.
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Okitsu, O.1
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35
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0037453552
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Similar reaction conditions were described recently for the addition of silyl enol ethers to 2-methoxy- and 2-acyloxypiperidines; see: O. Okitsu, R. Suzuki, S. Kobayashi, J. Org. Chem. 2001, 66, 809; see also: M. Yamanaka, A. Nishida, M. Nakagawa, J. Org. Chem. 2003, 68, 3112.
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Yamanaka, M.1
Nishida, A.2
Nakagawa, M.3
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