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6 is obtained as an air- and moisture-stable solid. The absolute configuration was unequivocally determined by X-ray crystal structure analysis. For detailed information of the X-ray analysis, see the Supporting Information of ref 9.
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See Supporting Information for details.
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53
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33645602989
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In the case of acyclic nucleophiles, enantioselectivity was not affected by the addition of acetate salt. This result indicates that the source of enantioselection is different from that of cyclic nucleophiles. For detailed data, see Supporting Information.
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0001948573
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Structure of 14 was confirmed by comparing the NMR data of an authentic sample, which was prepared according to the reported method using N,N-diethyltrimethylsilylamine. For reference, see: Plinta, H.-J.; Neda, I.; Fischer, A.; Jones, P. G.; Schmutzler, R. Chem. Ber. 1995, 128, 695.
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2, 6, and BSA in a ratio of 1:2:60 (Pd:6 = 1:1) exhibited two singlet signals at 100.0 and 101.7 ppm. Although the corresponding structures have not been clarified, partial information has been obtained from the analytical experiments using 25 instead of 6. See Supporting Information for details.
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No trimethylsilylation of N-methylaniline occurred in the presence of excess BSA. This fact strongly supports our conclusion.
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33645599751
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2 (10 mol %), 20 (1.5 equiv), BSA (2.5 equiv), toluene, rt]. For discussions about this result, see Supporting Information.
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62
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0001745314
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33645605633
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Diaminophosphine oxide 24 was prepared from (S)-glutamic acid; diaminophosphine oxides 25 and 26 were prepared from (S)-homophenylalanine. See Supporting Information for details.
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It is known that coordination affinity of amines for Zn(II) species is dependent on the steric requirement of the amine rather than the amine basicity. In particular, tertiary amines such as triethylamine have extremely low coordination affinity compared with those of primary and secondary amines. [For references, see: (a) Higgins, G. M. C.; Saville, B. J. Chem. Soc. 1963, 2812.
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