-
2
-
-
84859902702
-
-
R. Corberán, N. W. Mszar, A. H. Hoveyda, Angew. Chem. 2011, 123, 7217-7220
-
(2011)
Angew. Chem.
, vol.123
, pp. 7217-7220
-
-
Corberán, R.1
Mszar, N.W.2
Hoveyda, A.H.3
-
3
-
-
79960623973
-
-
Angew. Chem. Int. Ed. 2011, 50, 7079-7082.
-
(2011)
Angew. Chem. Int. Ed.
, vol.50
, pp. 7079-7082
-
-
-
4
-
-
73249139284
-
-
Y. Lee, H. Jang, A. H. Hoveyda, J. Am. Chem. Soc. 2009, 131, 18234-18235; for an application of NHC-Cu-catalyzed enantioselective protoboration of a vinylboron species in the preparation of a biologically active molecule, see
-
(2009)
J. Am. Chem. Soc.
, vol.131
, pp. 18234-18235
-
-
Lee, Y.1
Jang, H.2
Hoveyda, A.H.3
-
5
-
-
79953031273
-
-
S. J. Meek, R. V. O'Brien, J. Llaveria, R. R. Schrock, A. H. Hoveyda, Nature 2011, 471, 461-466.
-
(2011)
Nature
, vol.471
, pp. 461-466
-
-
Meek, S.J.1
O'Brien, R.V.2
Llaveria, J.3
Schrock, R.R.4
Hoveyda, A.H.5
-
7
-
-
18244395541
-
-
A-;M. Carroll, T. P. O'Sullivan, P. J. Guiry, Adv. Synth. Catal. 2005, 347, 609-631.
-
(2005)
Adv. Synth. Catal.
, vol.347
, pp. 609-631
-
-
Carroll, A.-M.1
O'Sullivan, T.P.2
Guiry, P.J.3
-
8
-
-
33744502921
-
-
For initial disclosures regarding site-selective addition of an NHC-Cu-B(pin)to an alkene (styrene), see:, D. S. Laitar, E. Y. Tsui, J. P. Sadighi, Organometallics 2006, 25, 2405-2408.
-
(2006)
Organometallics
, vol.25
, pp. 2405-2408
-
-
Laitar, D.S.1
Tsui, E.Y.2
Sadighi, J.P.3
-
9
-
-
0000518264
-
-
M. Suginome, H. Nakamura, Y. Ito, Angew. Chem. 1997, 109, 2626-2628
-
(1997)
Angew. Chem.
, vol.109
, pp. 2626-2628
-
-
Suginome, M.1
Nakamura, H.2
Ito, Y.3
-
11
-
-
33750053862
-
-
T. Ohmura, H. Furukawa, M. Suginome, J. Am. Chem. Soc. 2006, 128, 13366-13367.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 13366-13367
-
-
Ohmura, T.1
Furukawa, H.2
Suginome, M.3
-
12
-
-
77951694218
-
-
H. Ito, T. Toyoda, M. Sawamura, J. Am. Chem. Soc. 2010, 132, 5990-5992.
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 5990-5992
-
-
Ito, H.1
Toyoda, T.2
Sawamura, M.3
-
13
-
-
84864074129
-
-
H. Ito, Y. Horita, E. Yamamoto, Chem. Commun. 2012, 48, 8006-8008.
-
(2012)
Chem. Commun.
, vol.48
, pp. 8006-8008
-
-
Ito, H.1
Horita, Y.2
Yamamoto, E.3
-
14
-
-
84862067111
-
-
For other catalytic (non-enantioselective) methods for synthesis of borosilanes, see:, H.-Y. Jung, J. Yun, Org. Lett. 2012, 14, 2606-2609.
-
(2012)
Org. Lett.
, vol.14
, pp. 2606-2609
-
-
Jung, H.-Y.1
Yun, J.2
-
15
-
-
33750350817
-
-
T. Ohmura, H. Taniguchi, M. Suginome, J. Am. Chem. Soc. 2006, 128, 13682-13683
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 13682-13683
-
-
Ohmura, T.1
Taniguchi, H.2
Suginome, M.3
-
17
-
-
74549156927
-
-
H. Ito, Y. Kosaka, K. Nonoyama, Y. Sasaki, M. Sawamura, Angew. Chem. 2008, 120, 7534-7537
-
(2008)
Angew. Chem.
, vol.120
, pp. 7534-7537
-
-
Ito, H.1
Kosaka, Y.2
Nonoyama, K.3
Sasaki, Y.4
Sawamura, M.5
-
18
-
-
54749136535
-
-
Angew. Chem. Int. Ed. 2008, 47, 7424-7427
-
(2008)
Angew. Chem. Int. Ed.
, vol.47
, pp. 7424-7427
-
-
-
19
-
-
84859855352
-
-
J. K. Park, D. T. McQuade, Synthesis 2012, 44, 1485-1490; for an efficient (non-catalytic) method for enantioselective synthesis of geminal borosilanes, see
-
(2012)
Synthesis
, vol.44
, pp. 1485-1490
-
-
Park, J.K.1
McQuade, D.T.2
-
20
-
-
79952578940
-
-
V. K. Aggarwal, M. Binanzer, M. C. de Ceglie, M. Gallanti, B. W. Glasspoole, S. J. F. Kendrick, R. P. Sonawane, A. Vázquez-Romero, M. P. Webster, Org. Lett. 2011, 13, 1490-1493.
-
(2011)
Org. Lett.
, vol.13
, pp. 1490-1493
-
-
Aggarwal, V.K.1
Binanzer, M.2
De Ceglie, M.C.3
Gallanti, M.4
Glasspoole, B.W.5
Kendrick, S.J.F.6
Sonawane, R.P.7
Vázquez-Romero, A.8
Webster, M.P.9
-
21
-
-
79957681266
-
-
For an example of a strong influence exerted by a catalyst's structure on the outcome of NHC-Cu-catalyzed protoborations of terminal alkynes, see:, H. Jang, A. R. Zhugralin, Y. Lee, A. H. Hoveyda, J. Am. Chem. Soc. 2011, 133, 7859-7871.
-
(2011)
J. Am. Chem. Soc.
, vol.133
, pp. 7859-7871
-
-
Jang, H.1
Zhugralin, A.R.2
Lee, Y.3
Hoveyda, A.H.4
-
25
-
-
0000024647
-
-
Enantioselective hydroboration reactions of vinyl(trimethyl)silanes in the presence of stoichiometric amounts of a chiral borohydride reagent have been reported (up to >98 % geminal selectivity and 70:30 e.r.). See:, J. A. Soderquist, S.-J. H. Lee, Tetrahedron 1988, 44, 4033-4042.
-
(1988)
Tetrahedron
, vol.44
, pp. 4033-4042
-
-
Soderquist, J.A.1
Lee, S.-J.H.2
-
29
-
-
77951169903
-
-
Angew. Chem. Int. Ed. 2010, 49, 2978-2986.
-
(2010)
Angew. Chem. Int. Ed.
, vol.49
, pp. 2978-2986
-
-
-
30
-
-
0027717541
-
-
K. Takahashi, T. Minami, Y. Ohara, T. Hiyama, Tetrahedron Lett. 1993, 34, 8263-8266
-
(1993)
Tetrahedron Lett.
, vol.34
, pp. 8263-8266
-
-
Takahashi, K.1
Minami, T.2
Ohara, Y.3
Hiyama, T.4
-
32
-
-
17744395347
-
-
B. M. Trost, Z. T. Ball, Synthesis 2005, 853-887; for an α-selective catalytic hydrosilylation of terminal alkynes, see
-
(2005)
Synthesis
, pp. 853-887
-
-
Trost, B.M.1
Ball, Z.T.2
-
33
-
-
79551704043
-
-
P. Wang, X.-L. Yeo, T.-P. Loh, J. Am. Chem. Soc. 2011, 133, 1254-1256.
-
(2011)
J. Am. Chem. Soc.
, vol.133
, pp. 1254-1256
-
-
Wang, P.1
Yeo, X.-L.2
Loh, T.-P.3
-
35
-
-
2342444385
-
-
A. Mori, E. Takahisa, Y. Yamamura, T. Kato, A. P. Mudalige, H. Kajiro, K. Hirabayashi, Y. Nishihara, T. Hiyama, Organometallics 2004, 23, 1755-1765.
-
(2004)
Organometallics
, vol.23
, pp. 1755-1765
-
-
Mori, A.1
Takahisa, E.2
Yamamura, Y.3
Kato, T.4
Mudalige, A.P.5
Kajiro, H.6
Hirabayashi, K.7
Nishihara, Y.8
Hiyama, T.9
-
36
-
-
20444470155
-
-
H. Aneetha, W. Wu, J. G. Verkade, Organometallics 2005, 24, 2590-2596
-
(2005)
Organometallics
, vol.24
, pp. 2590-2596
-
-
Aneetha, H.1
Wu, W.2
Verkade, J.G.3
-
37
-
-
44949261091
-
-
G. Berthon-Gelloz, J-;M. Schumers, G. De Bo, I. E. Markõ, J. Org. Chem. 2008, 73, 4190-4197; for related catalytic silaboration of alkynes, see
-
(2008)
J. Org. Chem.
, vol.73
, pp. 4190-4197
-
-
Berthon-Gelloz, G.1
Schumers, J.-M.2
De Bo, G.3
Markõ, I.E.4
-
38
-
-
0033575411
-
-
M. Suginome, T. Matsuda, H. Nakamura, Y. Ito, Tetrahedron 1999, 55, 8787-8800.
-
(1999)
Tetrahedron
, vol.55
, pp. 8787-8800
-
-
Suginome, M.1
Matsuda, T.2
Nakamura, H.3
Ito, Y.4
-
39
-
-
0036159035
-
-
For Ru-catalyzed hydrosilylation of terminal alkynes, see:, H. Katayama, K. Taniguchi, M. Kobayashi, T. Sagawa, T. Minami, F. Ozawa, J. Organomet. Chem. 2002, 645, 192-200.
-
(2002)
J. Organomet. Chem.
, vol.645
, pp. 192-200
-
-
Katayama, H.1
Taniguchi, K.2
Kobayashi, M.3
Sagawa, T.4
Minami, T.5
Ozawa, F.6
-
40
-
-
27744561370
-
-
Vinylsilanes have been prepared through Ru-catalyzed cross-metathesis; see:, C. Pietrazuk, H. Fischer, S. Rogalski, B. Maciniec, J. Organomet. Chem. 2005, 690, 5912-5921.
-
(2005)
J. Organomet. Chem.
, vol.690
, pp. 5912-5921
-
-
Pietrazuk, C.1
Fischer, H.2
Rogalski, S.3
MacIniec, B.4
-
42
-
-
0344824438
-
-
T. Takahashi, F. Bao, G. Gao, M. Ogasawara, Org. Lett. 2003, 5, 3479-3481.
-
(2003)
Org. Lett.
, vol.5
, pp. 3479-3481
-
-
Takahashi, T.1
Bao, F.2
Gao, G.3
Ogasawara, M.4
-
43
-
-
77955564531
-
-
For examples of site selective aluminum-hydride additions to terminal alkynes, see:, F. Gao, A. H. Hoveyda, J. Am. Chem. Soc. 2010, 132, 10961-10963 and references cited therein.
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 10961-10963
-
-
Gao, F.1
Hoveyda, A.H.2
-
44
-
-
33750292358
-
-
For the initial observation that in situ reaction of a copper-alkyl complex with MeOH can lead to re-generation of the corresponding Cu-OMe, which leads to re-formation of the requisite Cu-B(pin), see:, S. Mun, J.-E. Lee, J. Yun, Org. Lett. 2006, 8, 4887-4889.
-
(2006)
Org. Lett.
, vol.8
, pp. 4887-4889
-
-
Mun, S.1
Lee, J.-E.2
Yun, J.3
-
45
-
-
84856303686
-
-
2, re-generation of NHC-Cu-B(pin) can occur through reaction of the NHC-Cu-alkoxide with the sodium boronate derived from addition of NaOtBu or NaOMe with the diboron reagent. See:, B. Jung, A. H. Hoveyda, J. Am. Chem. Soc. 2012, 134, 1490-1493 for related discussions.
-
(2012)
J. Am. Chem. Soc.
, vol.134
, pp. 1490-1493
-
-
Jung, B.1
Hoveyda, A.H.2
-
48
-
-
77955393863
-
-
J. M. O'Brien, K-;s. Lee, A. H. Hoveyda, J. Am. Chem. Soc. 2010, 132, 10630-10633.
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 10630-10633
-
-
O'Brien, J.M.1
Lee, K.-S.2
Hoveyda, A.H.3
-
49
-
-
77950453311
-
-
Y. Sasaki, C. Zhong, M. Sawamura, H. Ito, J. Am. Chem. Soc. 2010, 132, 1226-1227. A mechanistic rationale for the observed selectivities was not provided in this report.
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 1226-1227
-
-
Sasaki, Y.1
Zhong, C.2
Sawamura, M.3
Ito, H.4
-
52
-
-
0037175592
-
-
S. Kotha, K. Lahiri, D. Kashinath, Tetrahedron 2002, 58, 9633-9695.
-
(2002)
Tetrahedron
, vol.58
, pp. 9633-9695
-
-
Kotha, S.1
Lahiri, K.2
Kashinath, D.3
-
53
-
-
84874053831
-
-
M. A. Kacprzynski, T. L. May, S. A. Kazane, A. H. Hoveyda, Angew. Chem. Int. Ed. 2007, 46, 4555-4558
-
(2007)
Angew. Chem. Int. Ed.
, vol.46
, pp. 4555-4558
-
-
Kacprzynski, M.A.1
May, T.L.2
Kazane, S.A.3
Hoveyda, A.H.4
-
54
-
-
77957694478
-
-
F. Gao, K. P. McGrath, Y. Lee, A. H. Hoveyda, J. Am. Chem. Soc. 2010, 132, 14315-14320
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 14315-14320
-
-
Gao, F.1
McGrath, K.P.2
Lee, Y.3
Hoveyda, A.H.4
-
55
-
-
79953854839
-
-
J. A. Dabrowski, F. Gao, A. H. Hoveyda, J. Am. Chem. Soc. 2011, 133, 4778-4781. For enantioselective synthesis of allylsilanes through Cu-catalyzed conjugate addition reactions, see
-
(2011)
J. Am. Chem. Soc.
, vol.133
, pp. 4778-4781
-
-
Dabrowski, J.A.1
Gao, F.2
Hoveyda, A.H.3
-
56
-
-
34547945849
-
-
M. A. Kacprzynski, S. A. Kazane, T. L. May, A. H. Hoveyda, Org. Lett. 2007, 9, 3187-3190. For a related Rh-catalyzed process (conjugate addition), see
-
(2007)
Org. Lett.
, vol.9
, pp. 3187-3190
-
-
Kacprzynski, M.A.1
Kazane, S.A.2
May, T.L.3
Hoveyda, A.H.4
-
57
-
-
64549161569
-
-
R. Shintani, Y. Ichikawa, K. Takatsu, F.-X. Chen, T. Hayashi, J. Org. Chem. 2009, 74, 869-873; enantiomerically enriched carbonyl-containing allylsilanes can be accessed through enzymatic kinetic resolution see
-
(2009)
J. Org. Chem.
, vol.74
, pp. 869-873
-
-
Shintani, R.1
Ichikawa, Y.2
Takatsu, K.3
Chen, F.-X.4
Hayashi, T.5
-
58
-
-
84874070360
-
-
R. T. Beresis, J. S. Solomon, M. G. Yang, N. F. Jain, J. S. Panek, Org. Synth. Coll. Vol. 10, 2004, 531.
-
(2004)
Org. Synth. Coll. Vol. 10
, pp. 531
-
-
Beresis, R.T.1
Solomon, J.S.2
Yang, M.G.3
Jain, N.F.4
Panek, J.S.5
-
62
-
-
28344447317
-
-
L. Carosi, H. Lachance, D. G. Hall, Tetrahedron Lett. 2005, 46, 8981-8985.
-
(2005)
Tetrahedron Lett.
, vol.46
, pp. 8981-8985
-
-
Carosi, L.1
Lachance, H.2
Hall, D.G.3
-
63
-
-
79952543808
-
-
For utilization of mixed organoaluminum reagents in enantioselective Cu-catalyzed reactions, see:, F. Gao, Y. Lee, K. Mandai, A. H. Hoveyda, Angew. Chem. 2010, 122, 8548-8552
-
(2010)
Angew. Chem.
, vol.122
, pp. 8548-8552
-
-
Gao, F.1
Lee, Y.2
Mandai, K.3
Hoveyda, A.H.4
-
64
-
-
78149439210
-
-
Angew. Chem. Int. Ed. 2010, 49, 8370-8374.
-
(2010)
Angew. Chem. Int. Ed.
, vol.49
, pp. 8370-8374
-
-
-
65
-
-
14944341806
-
-
L. Han, X. Huang, I. Sattler, U. Moellmann, H. Fu, W. Lin, S. Grabley, Planta Med. 2005, 71, 160-164.
-
(2005)
Planta Med.
, vol.71
, pp. 160-164
-
-
Han, L.1
Huang, X.2
Sattler, I.3
Moellmann, U.4
Fu, H.5
Lin, W.6
Grabley, S.7
-
68
-
-
60849125738
-
-
F. J. Fananás, A. Fernández, D. Cevic, F. Rodríguez, J. Org. Chem. 2009, 74, 932-934.
-
(2009)
J. Org. Chem.
, vol.74
, pp. 932-934
-
-
Fananás, F.J.1
Fernández, A.2
Cevic, D.3
Rodríguez, F.4
-
69
-
-
0001883683
-
-
in (Ed.: L. E. Overman), Wiley, New York
-
I. Ojima, C.-Y. Tsai, M. Tzamarioudaki, D. Bonafoux, in Organic Reactions, Vol. 50 (Ed.:, L. E. Overman,), Wiley, New York, 2000, pp. 1-354
-
(2000)
Organic Reactions, Vol. 50
, pp. 1-354
-
-
Ojima, I.1
Tsai, C.-Y.2
Tzamarioudaki, M.3
Bonafoux, D.4
-
70
-
-
3843136482
-
-
M. Diéguez, O. Pàmies, C. Claver, Tetrahedron: Asymmetry 2004, 15, 2113-2122
-
(2004)
Tetrahedron: Asymmetry
, vol.15
, pp. 2113-2122
-
-
Diéguez, M.1
Pàmies, O.2
Claver, C.3
-
72
-
-
77956664656
-
-
A. Gual, C. Godard, S. Castillõn, C. Claver, Tetrahedron: Asymmetry 2010, 21, 1135-1146.
-
(2010)
Tetrahedron: Asymmetry
, vol.21
, pp. 1135-1146
-
-
Gual, A.1
Godard, C.2
Castillõn, S.3
Claver, C.4
-
73
-
-
0030007621
-
-
For a review on oxidation of C-Si bonds, see:, G. R. Jones, Y. Landais, Tetrahedron 1996, 52, 7599-7662.
-
(1996)
Tetrahedron
, vol.52
, pp. 7599-7662
-
-
Jones, G.R.1
Landais, Y.2
-
76
-
-
0000889931
-
-
W. P. Griffith, Chem. Soc. Rev. 1992, 21, 179-185. For a review on oxidation reactions catalyzed by tetrapropylammonium perruthenate, see
-
(1992)
Chem. Soc. Rev.
, vol.21
, pp. 179-185
-
-
Griffith, W.P.1
-
77
-
-
0027997412
-
-
S. V. Ley, J. Norman, W. P. Griffith, S. P. Marsden, Synthesis 1994, 639-666.
-
(1994)
Synthesis
, pp. 639-666
-
-
Ley, S.V.1
Norman, J.2
Griffith, W.P.3
Marsden, S.P.4
-
78
-
-
77955919596
-
-
B. Hu, S. Xing, J. Ren, Z. Wang, Tetrahedron 2010, 66, 5671-5674.
-
(2010)
Tetrahedron
, vol.66
, pp. 5671-5674
-
-
Hu, B.1
Xing, S.2
Ren, J.3
Wang, Z.4
-
81
-
-
68849103295
-
-
Y. Lee, B. Li, A. H. Hoveyda, J. Am. Chem. Soc. 2009, 131, 11625-11633.
-
(2009)
J. Am. Chem. Soc.
, vol.131
, pp. 11625-11633
-
-
Lee, Y.1
Li, B.2
Hoveyda, A.H.3
-
82
-
-
84874023284
-
-
Ref. [30a]
-
Ref. [30a]
-
-
-
-
83
-
-
79952583173
-
-
E. M. Vieira, M. L. Snapper, A. H. Hoveyda, J. Am. Chem. Soc. 2011, 133, 3332-3335
-
(2011)
J. Am. Chem. Soc.
, vol.133
, pp. 3332-3335
-
-
Vieira, E.M.1
Snapper, M.L.2
Hoveyda, A.H.3
-
84
-
-
84874068432
-
-
N. W. Mszar, A. H. Hoveyda, unpublished results
-
N. W. Mszar, A. H. Hoveyda, unpublished results.
-
-
-
-
85
-
-
0034660158
-
-
E. Fernandez, K. Maeda, M. W. Hooper, J. M. Brown, Chem. Eur. J. 2000, 6, 1840-1846
-
(2000)
Chem. Eur. J.
, vol.6
, pp. 1840-1846
-
-
Fernandez, E.1
Maeda, K.2
Hooper, M.W.3
Brown, J.M.4
-
86
-
-
0033601297
-
-
A. Chen, L. Ren, C. M. Crudden, J. Org. Chem. 1999, 64, 9704-9710.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 9704-9710
-
-
Chen, A.1
Ren, L.2
Crudden, C.M.3
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