FULL PAPERS
Guangni Ding et al.
d) J. W. Ward, K. Dodd, C. L. Rigby, C. De Savi, D. J.
Dixon, Chem. Commun. 2010, 46, 1691–1693; e) J. Wu,
W. Vetter, G. W. Gribble, J. S. Schneekloth Jr, D. H.
Blank, H. Gçrls, Angew. Chem. 2002, 114, 1814–1817;
Angew. Chem. Int. Ed. 2002, 41, 1740–1743.
J.-F. Carpentier, Adv. Synth. Catal. 2005, 347, 289–302;
c) B. L. Tran, M. Pink, D. J. Mindiola, Organometallics
2009, 28, 2234–2243; d) J. Yang, T. D. Tilley, Angew.
Chem. 2010, 122, 10384–10386; Angew. Chem. Int. Ed.
2010, 49, 10186–10188; e) I. Ojima, M. Nihonyanagi, Y.
Nagai, Bull. Chem. Soc. Jpn. 1972, 45, 3722; f) M.
Fujita, T. Hiyama, J. Am. Chem. Soc. 1984, 106, 4629–
4630; g) A. Frçlander, C. Moberg, Org. Lett. 2007, 9,
1371–1374.
[6] a) Q. Ahmed, T. Wagner-Jauregg, E. Pretsch, J. Seibl,
Helv. Chim. Acta 1973, 56, 1646–1655; b) M. R. Akula,
G. W. Kabalka, Synth. Commun. 1998, 28, 2063–2070;
c) A. R. Alimardanov, M. T. Barrila, F. R. Busch, J. J.
Carey, M. A. Couturier, C. Cui, Org. Process Res. Dev.
2004, 8, 834–837; d) J. Harley-Mason, C. G. Taylor, J.
Chem. Soc. D 1969, 281b–281.
[7] a) A. V. Sadovoy, A. E. Kovrov, G. A. Golubeva, L. A.
Sviridova, Chem. Heterocycl. Compd. 2011, 46, 1215–
1223.
[8] a) J. F. Gonzalez, E. de La Cuesta, C. Avendano,
Bioorg. Med. Chem. 2007, 15, 112–118; b) C. Li, X. Li,
R. Hong, Org. Lett. 2009, 11, 4036–4039; c) S. A.
Miller, A. R. Chamberlin, J. Org. Chem. 1989, 54,
2502–2504.
[9] a) J. M. John, S. Takebayashi, N. Dabral, M. Miskolzie,
S. H. Bergens, J. Am. Chem. Soc. 2013, 135, 8578–8584;
b) S. Takebayashi, J. M. John, S. H. Bergens, J. Am.
Chem. Soc. 2010, 132, 12832–12834; c) A. J. McAlees,
R. McCrindle, J. Chem. Soc. C 1969, 2425–2435.
[10] D. Addis, S. Das, K. Junge, M. Beller, Angew. Chem.
2011, 123, 6128–6135; Angew. Chem. Int. Ed. 2011, 50,
6004–6011.
[16] For examples of the reduction of amides with hydrosi-
lanes, see: a) R. Kuwano, M. Takahashi, Y. Ito, Tetrahe-
dron Lett. 1998, 39, 1017–1020; b) Y. Sunada, H. Kawa-
kami, T. Imaoka, Y. Motoyama, H. Nagashima, Angew.
Chem. Int. Ed. 2009, 48, 9511–95149; c) A. El Kadib, N.
Katir, A. Castel, F. Delpech, P. Riviꢇre, Appl. Organo-
met. Chem. 2007, 21, 590–594; d) S. Das, D. Addis, S.
Zhou, K. Junge, M. Beller, J. Am. Chem. Soc. 2010,
132, 1770–1771; e) B. Li, J.-B. Sortais, C. Darcel, Chem.
Commun. 2013, 49, 3691–3693; f) C. Cheng, M. Bork-
khart, J. Am. Chem. Soc. 2012, 134, 11304–11307; g) T.
Dombray, C. Helleu, C. Darcel, J.-B. Sortais, Adv.
Synth. Catal. 2013, 355, 3358–3362.
[17] For examples of the reduction of esters with hydrosi-
lanes, see: a) M. Igarashi, R. Mizuno, T. Fuchikami,
Tetrahedron Lett. 2001, 42, 2149–2151; b) S. Park, M.
Brookhart, Organometallics 2010, 29, 6057–6064; c) S.
Das, K. Moeller, K. Junge, M. Beller, Chem. Eur. J.
2011, 17, 7414–7417; d) D. Bezier, G. T. Venkanna,
L. C. M. Castro, J. Zheng, T. Roisnel, J.-B. Sortais, C.
Darcel, Adv. Synth. Catal. 2012, 354, 1879–1884; e) K.
Junge, B. Wendt, S. Zhou, M. Beller, Eur. J. Org.
Chem. 2013, 2013, 2061–2065; f) H. Li, L. C. Misal Cas-
tro, J. Zheng, T. Roisnel, V. Dorcet, J.-B. Sortais, C.
Darcel, Angew. Chem. 2013, 125, 8203–8207; Angew.
Chem. Int. Ed. 2013, 52, 8045–8049.
[11] a) Y. Kobayashi, E. Takahisa, M. Nakano, K. Watanta-
ni, Tetrahedron 1997, 53, 1627–1634; b) S. Das, D.
Addis, L. R. Knçpke, U. Bentrup, K. Junge, A. Brꢅck-
ner, M. Beller, Angew. Chem. 2011, 123, 9346–9350;
Angew. Chem. Int. Ed. 2011, 50, 9180–9184; c) M.
Fujita, T. Hiyama, J. Am. Chem. Soc. 1985, 107, 8294–
8296; d) M. Fujita, T. Hiyama, Tetrahedron Lett. 1987,
28, 2263–2264; e) N. C. Mamillapalli, G. Sekar, RSC
Adv. 2014, 4, 61077–61085.
[18] For examples of the Cu-catalyzed hydrosilylation of
carbonyl compounds, see: a) O. Riant, in: Chemistry of
Organocopper Compounds, (Eds.: Z. Rappoport, I.
Marek), John Wiley & Sons, Chichester, 2009, pp 731–
773; b) B. H. Lipshutz, K. Noson, W. Chrisman, J. Am.
Chem. Soc. 2001, 123, 12917–12918; c) R. Moser, Z. V.
[12] a) J. A. Fernꢆndez-Salas, S. Manzini, S. P. Nolan, Chem.
Commun. 2013, 49, 9758–9760; b) W. Xie, M. Zhao, C.
Cui, Organometallics 2013, 32, 7440–7444.
[13] a) Y. Li, J. A. Molina de La Torre, K. Grabow, U.
Bentrup, K. Junge, S. Zhou, A. Brꢅckner, M. Beller,
Angew. Chem. 2013, 125, 11791–11794; Angew. Chem.
Int. Ed. 2013, 52, 11577–11580; b) J.-M. Denis, H. For-
intos, H. Szelke, G. Keglevich, Tetrahedron Lett. 2002,
43, 5569–5571; c) J. Hermeke, M. Mewald, M. Oes-
treich, J. Am. Chem. Soc. 2013, 135, 17537–17546; d) E.
Blondiaux, T. Cantat, Chem. Commun. 2014, 50, 9349–
9352.
[14] For reviews, see : a) Y. Nagai, Org. Prep. Proced. Int.
1980, 12, 13–48; b) S. Diez-Gonzalez, S. P. Nolan, Org.
Prep. Proced. Int. 2007, 39, 523–559; c) G. L. Larson,
J. L. Fry, Org. React. 2008, 71, 1–737; d) A. K. Roy,
Adv. Organomet. Chem. 2008, 55, 1–59; e) S. Das, S.
Zhou, D. Addis, S. Enthaler, K. Junge, M. Beller, Top.
Catal. 2010, 53, 979–984; f) S. Enthaler, ACS Catal.
2013, 3, 150–158; g) K. Revunova, G. I. Nikonov,
Dalton Trans. 2015, 44, 840–866.
ˇ
´
Boskovic, C. S. Crowe, B. H. Lipshutz, J. Am. Chem.
Soc. 2010, 132, 7852–7853; d) C. Deutsch, N. Krause,
B. H. Lipshutz, Chem. Rev. 2008, 108, 2916–2927; e) S.
Diez-Gonzalez, S. P. Nolan, Acc. Chem. Res. 2008, 41,
349–358; f) S. Rendler, M. Oestreich, Angew. Chem.
2007, 119, 504–510; Angew. Chem. Int. Ed. 2007, 46,
498–504; g) J. Yun, D. Kim, H. Yun, Chem. Commun.
2005, 5181–5183; h) J. T. Issenhuth, S. Dagorne, S. Bel-
lemin-Laponnaz, Adv. Synth. Catal. 2006, 348, 1991–
1994; i) D.-w. Lee, J. Yun, Tetrahedron Lett. 2004, 45,
5415–5417; j) Y.-Z. Sui, X.-C. Zhang, J.-W. Wu, S. Li, J.-
N. Zhou, M. Li, W. Fang, A. S. C. Chan, J. Wu, Chem.
Eur. J. 2012, 18, 7486–7492.
[19] For examples of the Ti-catalyzed hydrosilylation of car-
bonyl compounds, see: a) S. C. Berk, K. A. Kreutzer,
S. L. Buchwald, J. Am. Chem. Soc. 1991, 113, 5093–
5095; b) S. E. Denmark, D. C. Forbes, Tetrahedron Lett.
1992, 33, 5037–5040; c) A. Heutling, F. Pohlki, I. By-
tschkov, S. Doye, Angew. Chem. 2005, 117, 3011–3013;
Angew. Chem. Int. Ed. 2005, 44, 2951–2954; d) H.
Imma, M. Mori, T. Nakai, Synlett 1996, 1229–1230.
[15] For examples of the reduction of ketones with hydrosi-
lanes, see: a) Y. Nishibayashi, K. Segawa, J. D. Singh,
S.-i. Fukuzawa, K. Ohe, S. Uemura, Organometallics
1996, 15, 370–379; b) V. Bette, A. Mortreux, D. Savoia,
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