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(a) Xia, H.; He, C.; Zhang, H.; Wen, T. B.; Sung, H. H. Y.; Williams, I. D.; Jia, G. J. Am. Chem. Soc. 2004, 126, 6862-6863.
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He, C.2
Zhang, H.3
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Sung, H.H.Y.5
Williams, I.D.6
Jia, G.7
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He, G.3
Wen, T.B.4
Gong, L.5
Jia, G.6
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Le Bozec, H.5
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12
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0029916774
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Lange, T.; van Loon, J.-D.; Tykwinski, R. R.; Schreiber, M.; Diederich, F. Synthesis 1996, 537-550.
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Lange, T.1
van Loon, J.-D.2
Tykwinski, R.R.3
Schreiber, M.4
Diederich, F.5
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13
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34547109418
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We thank Prof. Jia (see ref 4) for his helpful and warning comments: a violent explosion may take place during the vacuum distillation of crude 1 if the bath temperature is over 90°C or if the viscosity of the residue is too high to permit the diffusion of heat. In that case, distillation should be stopped immediately to avoid accident
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We thank Prof. Jia (see ref 4) for his helpful and warning comments: a violent explosion may take place during the vacuum distillation of crude 1 if the bath temperature is over 90°C or if the viscosity of the residue is too high to permit the diffusion of heat. In that case, distillation should be stopped immediately to avoid accident.
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15
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0001548354
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Katritzky, A. R, Meth-Cohn, O, Rees, C. W, Eds, Pergamon: New York;
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(b) Bruneau, C.; Dixneuf, P. H. In Comprehensive Organic Functional Group Transformations; Katritzky, A. R., Meth-Cohn, O., Rees, C. W., Eds.; Pergamon: New York; 1995; Vol. 2, pp 953-996.
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Bruneau, C.1
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(c) Ma, S. Chem. Rev. 2005, 105, 2829-2871.
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Ma, S.1
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Arens, J.-F.3
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19
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0034945425
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(c) Hausherr, A.; Orschel, B.; Scherer, S.; Reissig, H.-U. Synthesis 2001, 9, 1377-1385.
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(2001)
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Hausherr, A.1
Orschel, B.2
Scherer, S.3
Reissig, H.-U.4
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(d) Mereyala, H. B.; Gurraka, S. R.; Mohan, S. K. Tetrahedron 1999, 55, 11331-11342.
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Mereyala, H.B.1
Gurraka, S.R.2
Mohan, S.K.3
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22
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0012114207
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For preparation of allenynes catalyzed by Pd, see: a
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For preparation of allenynes catalyzed by Pd, see: (a) Markl, G.; Attenberger, P.; Kellner, J. Tetrahedron Lett. 1988, 29, 3651-3654.
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(1988)
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Markl, G.1
Attenberger, P.2
Kellner, J.3
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23
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0025602069
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(b) Mandai, M.; Nakata, T.; Murayama, H.; Yamaoki, H.; Ogawa, M.; Kawada, M.; Tsuji, J. Tetrahedron Lett. 1990, 31, 7179-7180.
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Nakata, T.2
Murayama, H.3
Yamaoki, H.4
Ogawa, M.5
Kawada, M.6
Tsuji, J.7
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27
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1942521129
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For reverse Brook rearrangement, see
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(b) For reverse Brook rearrangement, see: Tokeshi, B. K.; Tius, M. A. Synthesis 2004, 5, 786-790.
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(2004)
Synthesis
, vol.5
, pp. 786-790
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Tokeshi, B.K.1
Tius, M.A.2
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28
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0034686849
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(c) Sakaguchi, K.; Fujita, M.; Suzuki, H.; Higashino, M.; Ohfune, Y. Tetrahedron Lett. 2000, 41, 6589-6592.
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Sakaguchi, K.1
Fujita, M.2
Suzuki, H.3
Higashino, M.4
Ohfune, Y.5
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31
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0000776979
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(c) Reich, H. J.; Eisenhart, E. K.; Olson, R. E.; Kelly, M. J. J. Am. Chem. Soc. 1986, 108, 7791-7800.
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Reich, H.J.1
Eisenhart, E.K.2
Olson, R.E.3
Kelly, M.J.4
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33
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34547099871
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Whatever conditions used (time, temperature, equivalent of base), 3d-f yielded mostly 4d-f compared to 5d-f.
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(a) Whatever conditions used (time, temperature, equivalent of base), 3d-f yielded mostly 4d-f compared to 5d-f.
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34
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34547094402
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5d was successfully prepared from 4d with BuLi/TMSCl (43% yield); see Supporting Information for details.
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(b) 5d was successfully prepared from 4d with BuLi/TMSCl (43% yield); see Supporting Information for details.
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35
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34547109151
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Ph.D. Thesis, University of Strasbourg, France
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Alayrac, C. Ph.D. Thesis, University of Strasbourg, France, 1993.
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(1993)
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Alayrac, C.1
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36
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34547100109
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TBAF treatment was employed for 3e,f.
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TBAF treatment was employed for 3e,f.
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37
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8344224576
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Base-catalyzed isomerization of alkynes has precedent in the literature: Hopf, H. Chem. Ber. 1971, 104, 3087-3095; see also ref 12.
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Base-catalyzed isomerization of alkynes has precedent in the literature: Hopf, H. Chem. Ber. 1971, 104, 3087-3095; see also ref 12.
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38
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34547100589
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n-BuLi was used for all of the reactions. s-BuLi gave the same results (products and yields).
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n-BuLi was used for all of the reactions. s-BuLi gave the same results (products and yields).
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39
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34547111337
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Addition of the electrophile prior to addition of BuLi (internal quench) gave the same alkylation results
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Addition of the electrophile prior to addition of BuLi (internal quench) gave the same alkylation results.
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40
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34547092737
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These low yields are due to the instabilities of 6d and 8d.
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These low yields are due to the instabilities of 6d and 8d.
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42
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33847800887
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(b) Ho, T.-S. Chem. Rev. 1975, 75, 1-20.
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(1975)
Chem. Rev
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Ho, T.-S.1
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43
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33847090121
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HSAB rationalization and inconsistent reactivity were previously reported for lithiated allenes: (a) Creary, X. J. Am. Chem. Soc. 1977, 99, 7632-7639.
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HSAB rationalization and inconsistent reactivity were previously reported for lithiated allenes: (a) Creary, X. J. Am. Chem. Soc. 1977, 99, 7632-7639.
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45
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0006079434
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(c) Grovenstein, E., Jr.; Chiu, K.-W.; Patil, B. B. J. Am. Chem. Soc. 1980, 102, 5848-5859.
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Patil, B.B.3
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0035793250
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(d) Langer, P.; Döring M.; Seyferth, D.; Görls, H. Chem. - Eur. J. 2001, 7, 573-584.
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Chem. - Eur. J
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Langer, P.1
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0036423711
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Livingston, R.; Cox, L. R.; Odermatt, S.; Diederich, F. Helv. Chim. Acta 2002, 85, 3052-3077.
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(2002)
Helv. Chim. Acta
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Livingston, R.1
Cox, L.R.2
Odermatt, S.3
Diederich, F.4
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