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Modern Acetylene Chemistry (Eds.: P. J. Stang, F. Diederich), VCH, Weinheim, 1995.
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a) N. de Kimpe in Comprehensive Heterocyclic Chemistry 11, Vol. 1A (Eds.: A. R. Katritzky, C. W. Rees, E. F. V. Scriven), Pergamon, Oxford, 1996, p. 507;
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De Kimpe, N.1
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0002729362
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d) U.-J. Vogelbacher, M. Regitz, R. Mynott, Angew. Chem. 1986, 98, 835; Angew. Chem. Int. Ed. Engl. 1986, 25, 842;
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Vogelbacher, U.-J.1
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Regitz, M.2
Angermund, K.3
Binger, P.4
Krüger, C.5
Mynott, R.6
Gleiter, R.7
Hyla-Kryspin, I.8
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8
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e) M. Ledermann, M. Regitz, K. Angermund P. Binger, C. Krüger, R. Mynott, R. Gleiter, I. Hyla-Kryspin, Angew. Chem. 1988, 100, 1615; Angew. Chem. Int. Ed. Engl. 1988, 27, 1559;
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0001251024
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f) U. Hess, U.-J. Vogelbacher, G. Michels, M. Regitz, Tetrahedron 1989, 45, 3115;
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Hess, U.1
Vogelbacher, U.-J.2
Michels, G.3
Regitz, M.4
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12
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0142110810
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i) W. W. Schoeller, T. Busch, Angew. Chem. 1993, 105, 635; Angew. Chem. Int. Ed. Engl. 1993, 32, 617.
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Schoeller, W.W.1
Busch, T.2
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33748630169
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i) W. W. Schoeller, T. Busch, Angew. Chem. 1993, 105, 635; Angew. Chem. Int. Ed. Engl. 1993, 32, 617.
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14
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0344788957
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note
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N2-type displacement of 1a by 2a.
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15
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0542387374
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For review on 1-azabicyclo[1.1.0]butane, see: R. Bartnik, A. P. Marchand, Synlett 1997, 1029. No studies of this type of 1-azabicyclo[1.1.0]butane with a halo substituent at C2 have been reported to our knowledge.
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(1997)
Synlett
, pp. 1029
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Bartnik, R.1
Marchand, A.P.2
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18
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0037014709
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b) T. Ooi, M. Takahashi, K. Doda, K. Maruoka, J. Am. Chem. Soc. 2002, 124, 7640.
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(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 7640
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Ooi, T.1
Takahashi, M.2
Doda, K.3
Maruoka, K.4
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19
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0344357113
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note
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Similar results were obtained when lithium tetramethylpiperidide was used instead of lithium diisopropylamide. The reaction with lithium hexamethyldisilazide yielded 1,4-diphenyl-2-butene-1,4-dione bis(O-methyloxime) as a single product.
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20
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0034950899
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a) F. Palacios, A. M. Ochoa de Retana, E. Martines de Marigorra, J. M. de los Santos, Eur. J. Org. Chem. 2001, 2401;
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Eur. J. Org. Chem.
, pp. 2401
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Palacios, F.1
Ochoa De Retana, A.M.2
Martines De Marigorra, E.3
De Los Santos, J.M.4
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21
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0035898283
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b) T. M. V. D. Pinho e Melo, C. S. J. Lopes, A. L. Cardoso, A. M. d'A. Rocha Gonsalves, Tetrahedron 2001, 57, 6203;
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(2001)
Tetrahedron
, vol.57
, pp. 6203
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Pinho E Melo, T.M.V.D.1
Lopes, C.S.J.2
Cardoso, A.L.3
Rocha Gonsalves, A.M.D'A.4
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23
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0345219785
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note
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The corresponding oxime methanesulfonate and benzoate provided 13ca in yields of 38% and 51%, respectively.
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24
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0345219786
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note
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According to the report by House and Berkowitz, the initial stereochemistry of oxime sulfonates is irrelevant in the Neber reaction. However, Maruoka's group has recently reported that the stereochemistry has some effects. They suggested that the generation of azirines from oxime sulfonates with a base favors anti displacement.
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