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15044361299
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note
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Ohira - Bestmann reagent = dimethyl(acetyldia/omethyl)phosphonate.
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38
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0036399736
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42
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15044344182
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note
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3CN afforded complete decomposition in 10 min at 60 C. No competitive decomposition was observed under analogous hydroamination conditions with undec-5-ynylamine.
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43
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15044347727
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note
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Using a more standard strategy in which the appropriate ketodiamine undergoes an intramolecular reductive animation, the pyrrolidine and/or piperidine products were obtained in modest yields. Given the additional steps necessary to furnish the keto-diamine and the modest yield of the subsequent reductive animation, this strategy was disfavored over the reductive hydroamination reported herein. By both chromatographic and spectroscopic methods, the pyrrolidine and piperidine are easily distinguishable.
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45
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0036134113
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Examples of six-membered imine reduction occurring selectively over five-membered imine reduction in an approach toward thiostrepton are: (a) Higashibayashi, S.; Hashimoto, K.; Nakata, M. Tetrahedron Lett. 2002, 43, 105-110. (b) Nicolaou, K. C.; Nevalainen, M.; Safina, B. S.: Zak, M.; Bulat, S. Angew. Chem., Int. Ed. 2002, 41, 1941-1945.
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Higashibayashi, S.1
Hashimoto, K.2
Nakata, M.3
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46
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0037014040
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Examples of six-membered imine reduction occurring selectively over five-membered imine reduction in an approach toward thiostrepton are: (a) Higashibayashi, S.; Hashimoto, K.; Nakata, M. Tetrahedron Lett. 2002, 43, 105-110. (b) Nicolaou, K. C.; Nevalainen, M.; Safina, B. S.: Zak, M.; Bulat, S. Angew. Chem., Int. Ed. 2002, 41, 1941-1945.
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Nicolaou, K.C.1
Nevalainen, M.2
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Zak, M.4
Bulat, S.5
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47
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0038762733
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Wave Function, Inc.: Irivine, CA
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Semiempirical PM3 calculations indicate that the equilibrium favors imine 16 over imine 14 by 3-7 kcal/mol. Spartan '02; Wave Function, Inc.: Irivine, CA, 2002.
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(2002)
Spartan '02
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