Organic Letters
Letter
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(8) For recent works on asymmetric reduction of benzoxazines, see
ref 6a and: (a) Rueping, M.; Sugiono, E.; Steck, A.; Theissmann, T.
Adv. Synth. Catal. 2010, 352, 281. (b) Rueping, M.; Antonchick, A. P.;
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(e) Hu, J.; Wang, D.-Y.; Zheng, Z.; Hu, X.-P. Chin. J. Chem. 2012, 30,
2664. (f) Zhang, Z.; Ji, Y. R.; Wojtas, L.; Gao, W.-Y.; Ma, S.;
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(g) Liu, X.-W.; Wang, C.; Yan, Y.; Wang, Y.-Q.; Sun, J. J. Org. Chem.
2013, 78, 6276. (h) Fleischer, S.; Zhou, S.; Werkmeister, S.; Junge, K.;
Beller, M. Chem.Eur. J. 2013, 19, 4997. (i) Nunez-Rico, J. L.; Vidal-
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̃
Ferran, A. Org. Lett. 2013, 15, 2066.
(9) For selected works on measuring and determining the
thermodynamic parameters of various organic hydride donors, see:
(a) Richter, D.; Mayr, H. Angew. Chem., Int. Ed. 2009, 48, 1958.
(b) Zhu, X.-Q.; Liu, Y.; Zhao, B.-J.; Cheng, J.-P. J. Org. Chem. 2001,
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Y.; Yang, Y.; Lu, J.-Y.; Wang, J.-S.; Cheng, J.-P. Chem.Eur. J. 2003, 9,
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Chem. B 2008, 112, 11694. (f) Zhu, X.-Q.; Liu, Q.-Y.; Chen, Q.; Mei,
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H.; Hao, E.-J.; Mu, Y.-Y. Org. Biomol. Chem. 2013, 11, 6071.
(10) For recent works on asymmetric reduction of quinoxalin-2-ones,
see ref 8i and: (a) Xue, Z.-Y.; Jiang, Y.; Peng, X.-Z.; Yuan, W.-C.;
Zhang, X.-M. Adv. Synth. Catal. 2010, 352, 2132. (b) Rueping, M.;
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(11) Reaction 1: hydrogenation of 3a with 1 equiv of 8 and DHPD.
Reaction 2: hydrogenation of 3a with 8 and 1a. Reaction 3:
hydrogenation of 3a with DHPD and 1a.
(12) Notably, very recently, Akiyama demonstrated a brilliant chiral
phosphoric acid-catalyzed oxidative kinetic resolution of indolines
based on transfer hydrogenation to imines with indolines as the
hydride source. See: Saito, K.; Shibata, Y.; Yamanaka, M.; Akiyama, T.
J. Am. Chem. Soc. 2013, 135, 11740.
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dx.doi.org/10.1021/ol500176v | Org. Lett. 2014, 16, 1406−1409