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43
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33646269458
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note
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3 immediately after the reaction facilitated subsequent purification by flash chromatography.
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44
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0346992392
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0346430624
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For reactions of ICI with other types of alkynes, see: (a) Tendil, J.; Verney, M.; Vessiere, R. Tetrahedron 1974, 30, 579.
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46
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47
-
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33646260638
-
-
note
-
This was confirmed by DEPT analysis of ester 1 and by subsequent NOE analysis of tetrasubstituted olefins 17-25.
-
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48
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28444484284
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O'Connor, J. M.; Friese, S. J.; Rodgers, B. L. J. Am. Chem. Soc. 2005, 127, 16342.
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0003441482
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John Wiley & Sons: Ltd: Chichester, West Sussex, England; and references therein
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General references: (a) Tsuji, J. Palladium Reagents and Catalysts; John Wiley & Sons: Ltd: Chichester, West Sussex, England, 2004; and references therein.
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Palladium Reagents and Catalysts
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Tsuji, J.1
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0034600318
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and references therein
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(b) Littke, A. F.; Dai, C.; Fu, G. C. J. Am. Chem. Soc. 2000, 122, 4020 and references therein.
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4544239020
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Use of different vicinal olefinic halogens in cross-coupling reactions: Organ, M. G.; Ghasemi, H. Valente, C. Tetrahedron 2004, 60, 9453 and references therein.
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-
54
-
-
33646250612
-
-
note
-
3CN, DMF, 1,4-dioxane, THF, and DMSO.
-
-
-
-
55
-
-
0034604562
-
-
Glaser-type products were prominent unless the reaction was carefully degassed prior to addition of the acetylenic component. Siemsen, P.; Livingston, R. C.; Diederich, F. Angew. Chem., Int. Ed. 2000, 39, 2632.
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Siemsen, P.1
Livingston, R.C.2
Diederich, F.3
-
56
-
-
33646263065
-
-
note
-
Multigram (3 g) scale reactions were performed successfully giving yields consistent with those shown.
-
-
-
-
57
-
-
33646262032
-
-
note
-
11) with excess zinc reagent (ZnClPh-4-OMe) gave only ii and iii (1:1 ratio of E/Z isomers, no yield reported). In all cases, no trace of the α-coupled product was reported. Reference 10a. (Equation Presented)
-
-
-
-
58
-
-
3042654141
-
-
(a) Walker, S. D.; Barder, T. E.; Martinelli, J. R.; Buchwald, S. L. Angew. Chem., Int. Ed. 2004, 43, 1871.
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Angew. Chem., Int. Ed.
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Walker, S.D.1
Barder, T.E.2
Martinelli, J.R.3
Buchwald, S.L.4
-
60
-
-
33646256264
-
-
note
-
Reactions up to 500 mg scale were performed giving yields consistent with those shown.
-
-
-
-
61
-
-
33646250136
-
-
note
-
13C, and GC-MS. This was prevented by storing the products frozen in benzene.
-
-
-
-
62
-
-
33646227863
-
-
note
-
A pure sample of 19 was separately reduced in order to verify the identity of the corresponding alcohol isomer 27.
-
-
-
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