-
2
-
-
0029896271
-
-
For enantioselective allenylation, see: (a) Kulkarni, S. V.; Brown, H. C. Tetrahedron Lett. 1996, 37, 4125-4128; (b) Boldrini, G. P.; Lodi, L.; Tagaliavini, E.; Tarasco, C.; Trombini, C. Umani-Ronchi, A. J. Org. Chem. 1987, 52, 5447-5452; (c) Corey, E. J.; Yu, C.-M.; Lee, D.-H. J. Am. Chem. Soc. 1990, 112, 878-879; (d) Yu, C.-M.; Yoon, S.-K.; Baek, K.; Lee, J.-Y. Angew. Chem., Int. Ed. Engl. 1998, 37, 2392-2395.
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(1996)
Tetrahedron Lett.
, vol.37
, pp. 4125-4128
-
-
Kulkarni, S.V.1
Brown, H.C.2
-
3
-
-
0345576725
-
-
For enantioselective allenylation, see: (a) Kulkarni, S. V.; Brown, H. C. Tetrahedron Lett. 1996, 37, 4125-4128; (b) Boldrini, G. P.; Lodi, L.; Tagaliavini, E.; Tarasco, C.; Trombini, C. Umani-Ronchi, A. J. Org. Chem. 1987, 52, 5447-5452; (c) Corey, E. J.; Yu, C.-M.; Lee, D.-H. J. Am. Chem. Soc. 1990, 112, 878-879; (d) Yu, C.-M.; Yoon, S.-K.; Baek, K.; Lee, J.-Y. Angew. Chem., Int. Ed. Engl. 1998, 37, 2392-2395.
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(1987)
J. Org. Chem.
, vol.52
, pp. 5447-5452
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Boldrini, G.P.1
Lodi, L.2
Tagaliavini, E.3
Tarasco, C.4
Trombini, C.5
Umani-Ronchi, A.6
-
4
-
-
0025374143
-
-
For enantioselective allenylation, see: (a) Kulkarni, S. V.; Brown, H. C. Tetrahedron Lett. 1996, 37, 4125-4128; (b) Boldrini, G. P.; Lodi, L.; Tagaliavini, E.; Tarasco, C.; Trombini, C. Umani-Ronchi, A. J. Org. Chem. 1987, 52, 5447-5452; (c) Corey, E. J.; Yu, C.-M.; Lee, D.-H. J. Am. Chem. Soc. 1990, 112, 878-879; (d) Yu, C.-M.; Yoon, S.-K.; Baek, K.; Lee, J.-Y. Angew. Chem., Int. Ed. Engl. 1998, 37, 2392-2395.
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 878-879
-
-
Corey, E.J.1
Yu, C.-M.2
Lee, D.-H.3
-
5
-
-
0032544714
-
-
For enantioselective allenylation, see: (a) Kulkarni, S. V.; Brown, H. C. Tetrahedron Lett. 1996, 37, 4125-4128; (b) Boldrini, G. P.; Lodi, L.; Tagaliavini, E.; Tarasco, C.; Trombini, C. Umani-Ronchi, A. J. Org. Chem. 1987, 52, 5447-5452; (c) Corey, E. J.; Yu, C.-M.; Lee, D.-H. J. Am. Chem. Soc. 1990, 112, 878-879; (d) Yu, C.-M.; Yoon, S.-K.; Baek, K.; Lee, J.-Y. Angew. Chem., Int. Ed. Engl. 1998, 37, 2392-2395.
-
(1998)
Angew. Chem., Int. Ed. Engl.
, vol.37
, pp. 2392-2395
-
-
Yu, C.-M.1
Yoon, S.-K.2
Baek, K.3
Lee, J.-Y.4
-
6
-
-
0028053497
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-
For catalytic enantioselective homopropargylation, see: (a) Keck, G. E.; Krishnamurthy, D.; Chen, X. Tetrahedron Lett. 1994, 35, 8323-8324; (b) Yu, C.-M.; Yoon, S.-K.; Choi, H.-S.; Baek, K. Chem. Commun. 1997, 763-764; (c) Yu, C.-M.; Choi, H.-S.; Yoon, S.-K.; Jung, W.-H. Synlett 1997, 889-890; (d) Evans, D. A.; Sweeney, Z. K.; Rovis, T.; Tedrow, J. S. J. Am. Chem. Soc. 2001, 123, 12095-12096; (e) Bandini, M.; Cozzi, P. G.; Melchiorre, P.; Tino, R.; Umani-Ronchi, A. Tetrahedron: Asymmetry 2001, 12, 1063-1069; (f) Denmark, S. E.; Wynn, T. J. Am. Chem. Soc. 2001, 123, 6199-6200.
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 8323-8324
-
-
Keck, G.E.1
Krishnamurthy, D.2
Chen, X.3
-
7
-
-
0002948654
-
-
For catalytic enantioselective homopropargylation, see: (a) Keck, G. E.; Krishnamurthy, D.; Chen, X. Tetrahedron Lett. 1994, 35, 8323-8324; (b) Yu, C.-M.; Yoon, S.-K.; Choi, H.-S.; Baek, K. Chem. Commun. 1997, 763-764; (c) Yu, C.-M.; Choi, H.-S.; Yoon, S.-K.; Jung, W.-H. Synlett 1997, 889-890; (d) Evans, D. A.; Sweeney, Z. K.; Rovis, T.; Tedrow, J. S. J. Am. Chem. Soc. 2001, 123, 12095-12096; (e) Bandini, M.; Cozzi, P. G.; Melchiorre, P.; Tino, R.; Umani-Ronchi, A. Tetrahedron: Asymmetry 2001, 12, 1063-1069; (f) Denmark, S. E.; Wynn, T. J. Am. Chem. Soc. 2001, 123, 6199-6200.
-
(1997)
Chem. Commun.
, pp. 763-764
-
-
Yu, C.-M.1
Yoon, S.-K.2
Choi, H.-S.3
Baek, K.4
-
8
-
-
0002283576
-
-
For catalytic enantioselective homopropargylation, see: (a) Keck, G. E.; Krishnamurthy, D.; Chen, X. Tetrahedron Lett. 1994, 35, 8323-8324; (b) Yu, C.-M.; Yoon, S.-K.; Choi, H.-S.; Baek, K. Chem. Commun. 1997, 763-764; (c) Yu, C.-M.; Choi, H.-S.; Yoon, S.-K.; Jung, W.-H. Synlett 1997, 889-890; (d) Evans, D. A.; Sweeney, Z. K.; Rovis, T.; Tedrow, J. S. J. Am. Chem. Soc. 2001, 123, 12095-12096; (e) Bandini, M.; Cozzi, P. G.; Melchiorre, P.; Tino, R.; Umani-Ronchi, A. Tetrahedron: Asymmetry 2001, 12, 1063-1069; (f) Denmark, S. E.; Wynn, T. J. Am. Chem. Soc. 2001, 123, 6199-6200.
-
(1997)
Synlett
, pp. 889-890
-
-
Yu, C.-M.1
Choi, H.-S.2
Yoon, S.-K.3
Jung, W.-H.4
-
9
-
-
0035814327
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-
For catalytic enantioselective homopropargylation, see: (a) Keck, G. E.; Krishnamurthy, D.; Chen, X. Tetrahedron Lett. 1994, 35, 8323-8324; (b) Yu, C.-M.; Yoon, S.-K.; Choi, H.-S.; Baek, K. Chem. Commun. 1997, 763-764; (c) Yu, C.-M.; Choi, H.-S.; Yoon, S.-K.; Jung, W.-H. Synlett 1997, 889-890; (d) Evans, D. A.; Sweeney, Z. K.; Rovis, T.; Tedrow, J. S. J. Am. Chem. Soc. 2001, 123, 12095-12096; (e) Bandini, M.; Cozzi, P. G.; Melchiorre, P.; Tino, R.; Umani-Ronchi, A. Tetrahedron: Asymmetry 2001, 12, 1063-1069; (f) Denmark, S. E.; Wynn, T. J. Am. Chem. Soc. 2001, 123, 6199-6200.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 12095-12096
-
-
Evans, D.A.1
Sweeney, Z.K.2
Rovis, T.3
Tedrow, J.S.4
-
10
-
-
0035826553
-
-
For catalytic enantioselective homopropargylation, see: (a) Keck, G. E.; Krishnamurthy, D.; Chen, X. Tetrahedron Lett. 1994, 35, 8323-8324; (b) Yu, C.-M.; Yoon, S.-K.; Choi, H.-S.; Baek, K. Chem. Commun. 1997, 763-764; (c) Yu, C.-M.; Choi, H.-S.; Yoon, S.-K.; Jung, W.-H. Synlett 1997, 889-890; (d) Evans, D. A.; Sweeney, Z. K.; Rovis, T.; Tedrow, J. S. J. Am. Chem. Soc. 2001, 123, 12095-12096; (e) Bandini, M.; Cozzi, P. G.; Melchiorre, P.; Tino, R.; Umani-Ronchi, A. Tetrahedron: Asymmetry 2001, 12, 1063-1069; (f) Denmark, S. E.; Wynn, T. J. Am. Chem. Soc. 2001, 123, 6199-6200.
-
(2001)
Tetrahedron: Asymmetry
, vol.12
, pp. 1063-1069
-
-
Bandini, M.1
Cozzi, P.G.2
Melchiorre, P.3
Tino, R.4
Umani-Ronchi, A.5
-
11
-
-
0034832840
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-
For catalytic enantioselective homopropargylation, see: (a) Keck, G. E.; Krishnamurthy, D.; Chen, X. Tetrahedron Lett. 1994, 35, 8323-8324; (b) Yu, C.-M.; Yoon, S.-K.; Choi, H.-S.; Baek, K. Chem. Commun. 1997, 763-764; (c) Yu, C.-M.; Choi, H.-S.; Yoon, S.-K.; Jung, W.-H. Synlett 1997, 889-890; (d) Evans, D. A.; Sweeney, Z. K.; Rovis, T.; Tedrow, J. S. J. Am. Chem. Soc. 2001, 123, 12095-12096; (e) Bandini, M.; Cozzi, P. G.; Melchiorre, P.; Tino, R.; Umani-Ronchi, A. Tetrahedron: Asymmetry 2001, 12, 1063-1069; (f) Denmark, S. E.; Wynn, T. J. Am. Chem. Soc. 2001, 123, 6199-6200.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 6199-6200
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-
Denmark, S.E.1
Wynn, T.2
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13
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0011468914
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-
note
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4,6.
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-
-
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17
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33751157465
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-
For enantioselective allylation of aldehydes with allyltrichlorosilane catalyzed by chiral Lewis base other than N-oxide, see: (a) Denmark, S. E.; Coe, D. M.; Pratt, N. E.; Griedel, B. D. J. Org. Chem. 1994, 59, 6161-6163; (b) Iseki, K.; Kuroki, Y.; Takahashi, M.; Kobayashi, Y. Tetrahedron Lett. 1996, 37, 5149-5150; (c) Iseki, K.; Mizuno, S.; Kuroki, Y.; Kobayashi, Y. Tetrahedron Lett. 1998, 39, 2767-2770.
-
(1994)
J. Org. Chem.
, vol.59
, pp. 6161-6163
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-
Denmark, S.E.1
Coe, D.M.2
Pratt, N.E.3
Griedel, B.D.4
-
18
-
-
0030586148
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-
For enantioselective allylation of aldehydes with allyltrichlorosilane catalyzed by chiral Lewis base other than N-oxide, see: (a) Denmark, S. E.; Coe, D. M.; Pratt, N. E.; Griedel, B. D. J. Org. Chem. 1994, 59, 6161-6163; (b) Iseki, K.; Kuroki, Y.; Takahashi, M.; Kobayashi, Y. Tetrahedron Lett. 1996, 37, 5149-5150; (c) Iseki, K.; Mizuno, S.; Kuroki, Y.; Kobayashi, Y. Tetrahedron Lett. 1998, 39, 2767-2770.
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 5149-5150
-
-
Iseki, K.1
Kuroki, Y.2
Takahashi, M.3
Kobayashi, Y.4
-
19
-
-
0032580431
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-
For enantioselective allylation of aldehydes with allyltrichlorosilane catalyzed by chiral Lewis base other than N-oxide, see: (a) Denmark, S. E.; Coe, D. M.; Pratt, N. E.; Griedel, B. D. J. Org. Chem. 1994, 59, 6161-6163; (b) Iseki, K.; Kuroki, Y.; Takahashi, M.; Kobayashi, Y. Tetrahedron Lett. 1996, 37, 5149-5150; (c) Iseki, K.; Mizuno, S.; Kuroki, Y.; Kobayashi, Y. Tetrahedron Lett. 1998, 39, 2767-2770.
-
(1998)
Tetrahedron Lett.
, vol.39
, pp. 2767-2770
-
-
Iseki, K.1
Mizuno, S.2
Kuroki, Y.3
Kobayashi, Y.4
-
20
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-
0000761076
-
-
. Very recently, Hayashi and co-workers reported a highly enantioselective allylation of aldehydes with allyltrichlorosilane in the presence of a chiral N-oxide with extremely high catalytic activity (0.01 mol% loading). Shimada T., Kina A., Ikeda S., Hayashi T. Org. Lett. 4:2002;2799-2801.
-
(2002)
Org. Lett.
, vol.4
, pp. 2799-2801
-
-
Shimada, T.1
Kina, A.2
Ikeda, S.3
Hayashi, T.4
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21
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0011515742
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-
note
-
When a 1:1 mixture of allenyl- and propargyltrichlorosilane purified by distillation was used, the reaction with benzaldehyde under otherwise identical conditions afforded a 1:1 mixture of homopropargylic and allenic alcohols in 48 and 52% e.e., respectively. These results suggest that the presence of nickel bis(acetylacetate) and cuprous chloride have no detrimental influence on enantioselection in these reactions.
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