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See ref 6a. Trost ligand = (1R,2R)-(+)- or (lS,2S)-(-)-1,2- diaminocyclohexane-N,N′-bis(2′-diphenylphosphinobenzoyl).
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For preliminary studies, see: Su, S.; Acquilano, D. E.; Arumugasamy, J.; Beeler, A. B.; Eastwood, E. L.; Giguere, J. R.; Lan, P.; Lei, X.; Min, G. K.; Yeager, A. R.; Zhou, Y.; Panek, J. S.; Snyder, J. K.; Schaus, S. E.; Porco, J. A., Jr. Org. Lett. 2005, 7, 2751.
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1642324310
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This product may be predicted by the Trost mnemonic using the (R,R)-(+)-Trost ligand. See ref 6a and: Trost, B. M.; Van Vranken, D. L.; Bingel, C. J. Am. Chem. Soc. 1992, 114, 9327.
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See Supporting Information for details.
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46
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27744456130
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For a recent example of rehearsal screening for library synthesis, see: Beeler, A. B.; Acquilano, D. E.; Su, Q.; Yan, F.; Roth, B. L.; Panek, J. S.; Porco, J. A., Jr. J. Comb. Chem. 2005, 7, 673.
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8 has been shown to afford ring-opened products: Tanaka, S.; Tsukiyama, T.; Isobe, M. Tetrahedron Lett. 1993, 34, 5757.
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33750925945
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note
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For a previous example of TMS-alkyne addition to tri-O-acetal-D-galactal, see ref 12c.
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