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84872265227
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note
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(c) These complexes were specifically active for the couplings of 3-substituted 2-naphthols. Unfortunately, in the case of parent 2-naphthol, BINOL was produced in significantly poorer ee's (13-18%). For details see ref 7a and b.
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32
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34
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0033814733
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For couplings mediated by photoactivated chiral (NO)Ru(II)-Salen complex, see: Irie R.; Masutani, K.; Katsuki, T. Synlett 2000, 1433.
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For additive effects, see: Chu, C.-Y.; Hwang, D.-R.; Wang, S.-K.; Uang, B.-J. Chem. Commun. 2001, 980.
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36
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37
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84872275563
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See the Supporting Information for details
-
See the Supporting Information for details.
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-
-
-
38
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84872261222
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note
-
4 (87% ee) and toluene (53% ee) albeit still with moderate yields (65-67%) at ambient temperature. As to co-oxidant effects, the reaction was complete in 40 h at 0 °C with trityl hydroperoxide and BINOL-3a was isolated in 80% with significant drop in ee by 17%.
-
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39
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0025990399
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As a detour to solve this problem, 3b may also be prepared directly from 3a by double bromination: Castro, P. P.; Diederich, F. Tetrahedron Lett. 1991, 32, 6277.
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Diederich, F.2
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