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1
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33750489160
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(Eds.: Z. Rappoport, K. Apelog), Wiley, New York, chap. 7
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The Chemistry of Organic Silicon Compounds, Vol. 2 (Eds.: Z. Rappoport, K. Apelog), Wiley, New York, 1998, chap. 7.
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The Chemistry of Organic Silicon Compounds, Vol. 2
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2
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0030944547
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a) N. Iwasawa, K. Maeyama, M. Saitou, J. Am. Chem. Soc. 1997, 119, 1486;
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Iwasawa, N.1
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4
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0000334730
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c) N. Iwasawa, T. Ochiai, K. Maeyama, Organometallics 1997, 16, 5137;
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Iwasawa, N.1
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Maeyama, K.3
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5
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0000658539
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d) N. Iwasawa, T. Ochiai, K. Maeyama, J. Org. Chem. 1998, 63, 3164.
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Iwasawa, N.1
Ochiai, T.2
Maeyama, K.3
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6
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11644296077
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For reviews on transition-metal propargyl species, see: a) M. E. Welker, Chem. Rev. 1992, 92, 97;
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Chem. Rev.
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Welker, M.E.1
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11
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0010567129
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b) N. Iwasawa, M. Saitou, H. Kusama, J. Organomet. Chem. 2001, 617-618, 741;
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Iwasawa, N.1
Saitou, M.2
Kusama, H.3
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13
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33750430047
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note
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2 was required to promote the addition reaction with aldehydes. However, the corresponding reaction of the silylated propargyltungsten 2 proceeded smoothly without needing a Lewis acid, thus demonstrating its enhanced reactivity.
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14
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24344507285
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and references therein
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J. Barluenga, J. Alonso, F. J. Fañanás, Chem. Eur. J. 2005, 11, 4995, and references therein.
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Chem. Eur. J.
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Barluenga, J.1
Alonso, J.2
Fañanás, F.J.3
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15
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0000976936
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a) D. T. H. Chou, X. Huang, R. J. Batchelor, F. W. B. Einstein, A. J. Bennet, J. Org. Chem. 1998, 63, 575;
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Chou, D.T.H.1
Huang, X.2
Batchelor, R.J.3
Einstein, F.W.B.4
Bennet, A.J.5
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16
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0035979095
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b) J. E. Hofferberth, H. Y. Lo, L. A. Paquette, Org. Lett. 2001, 3, 1777.
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Org. Lett.
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Hofferberth, J.E.1
Lo, H.Y.2
Paquette, L.A.3
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17
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0043144024
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a) C. P. Casey, C. R. Jones, H. Tukada, J. Org. Chem. 1981, 46, 2089;
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Casey, C.P.1
Jones, C.R.2
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18
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23044481122
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b) M. Saito, A. Saito, Y. Ishikawa, M. Yoshioka, Org. Lett. 2005, 7, 3139.
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Saito, M.1
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Yoshioka, M.4
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19
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33750449432
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note
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13C at the terminal carbon atom. After addition of (Chemical Equation Presented) PhCHO, formation of a dienyltungsten intermediate 7′ and a dihydrofuranyltungsten intermediate 14 were observed at -78°C. Further details will be reported in due course.
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20
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33750450631
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note
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It is possible that an anionic pentacoordinate silicate intermediate is generated for species 5, in which the formation of dihydrofuran intermediate may be suppressed (Scheme 2). We would like to thank one of the referees for suggesting this possibility.
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21
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33750455913
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note
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2 and electrophiles with lower activity, such as α,β-unsaturated carbonyl compounds, the use of the molybdenum complex gave better results.
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22
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33750455232
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note
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9a,b were obtained as single stereoisomers as shown, while 10a,b were obtained as mixtures of isomers.
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23
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0041381002
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and references therein
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R. Ballini, G. Bosica, A. Palmieri, M. Petrini, C. Pierantozzi, Tetrahedron 2003, 59, 7283, and references therein.
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Tetrahedron
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Ballini, R.1
Bosica, G.2
Palmieri, A.3
Petrini, M.4
Pierantozzi, C.5
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