-
1
-
-
0037154812
-
-
In addition to well-known amino acids and chiral amines, several natural products can be derived from simple chiral amines. For a recent example, see: Davis, F. A.; Mohanty, P. K. J. Org. Chem. 2002, 67, 1290-1296.
-
(2002)
J. Org. Chem.
, vol.67
, pp. 1290-1296
-
-
Davis, F.A.1
Mohanty, P.K.2
-
2
-
-
0037170615
-
-
(a) Krishnamurthy, D.; Han, Z.; Wald, S. A.; Senanayake, C. H. Tetrahedron Lett. 2002, 43, 2331-2333.
-
(2002)
Tetrahedron Lett.
, vol.43
, pp. 2331-2333
-
-
Krishnamurthy, D.1
Han, Z.2
Wald, S.A.3
Senanayake, C.H.4
-
3
-
-
0037050504
-
-
(b) Kobayashi, S.; Matsubara, R.; Kitagawa, H. Org. Lett. 2002, 4, 143-145.
-
(2002)
Org. Lett.
, vol.4
, pp. 143-145
-
-
Kobayashi, S.1
Matsubara, R.2
Kitagawa, H.3
-
4
-
-
0032377761
-
-
(c) Hett, R.; Fang, Q. K.; Gao, Y.; Wald, S. A.; Senanayake, C. H. Org. Process Res. Dev. 1998, 2, 96-99.
-
(1998)
Org. Process Res. Dev.
, vol.2
, pp. 96-99
-
-
Hett, R.1
Fang, Q.K.2
Gao, Y.3
Wald, S.A.4
Senanayake, C.H.5
-
5
-
-
0033377440
-
-
(d) Fang, Q. K.; Senanayake, C. H.; Han, Z.; Morency, C.; Grover, P.; Malone, R. E.; Butler, H.; Wald, S. A.; Cameron, T. S. Tetrahedron: Asymmetry 1999, 10, 4477-4480.
-
(1999)
Tetrahedron: Asymmetry
, vol.10
, pp. 4477-4480
-
-
Fang, Q.K.1
Senanayake, C.H.2
Han, Z.3
Morency, C.4
Grover, P.5
Malone, R.E.6
Butler, H.7
Wald, S.A.8
Cameron, T.S.9
-
6
-
-
0027751835
-
-
(e) Spencer, C. M.; Foulds, D.; Peters, D. H. Drugs 1993, 46, 1055.
-
(1993)
Drugs
, vol.46
, pp. 1055
-
-
Spencer, C.M.1
Foulds, D.2
Peters, D.H.3
-
7
-
-
0032538362
-
-
(a) Lucet, D.; Le Gall, T.; Mioskowski, C. Angew. Chem., Int. Ed. 1998, 37, 2580-2627.
-
(1998)
Angew. Chem., Int. Ed.
, vol.37
, pp. 2580-2627
-
-
Lucet, D.1
Le Gall, T.2
Mioskowski, C.3
-
8
-
-
0034680650
-
-
(b) Alexakis, A.; Tomassini, A.; Chouillet, C.; Roland, S.; Mangeney, P.; Bernardinelli, G. Angew. Chem., Int. Ed. 2000, 39, 4093-4095.
-
(2000)
Angew. Chem., Int. Ed.
, vol.39
, pp. 4093-4095
-
-
Alexakis, A.1
Tomassini, A.2
Chouillet, C.3
Roland, S.4
Mangeney, P.5
Bernardinelli, G.6
-
10
-
-
0033516455
-
-
(a) Juaristi, E.; Leon-Romo, J. L.; Reyes, A.; Escalante, J. Tetrahedron: Asymmetry 1999, 10, 2441-2495.
-
(1999)
Tetrahedron: Asymmetry
, vol.10
, pp. 2441-2495
-
-
Juaristi, E.1
Leon-Romo, J.L.2
Reyes, A.3
Escalante, J.4
-
11
-
-
0038468227
-
-
(b) Ager, D. J.; Prakash, I.; Schaad, D. R. Chem. Rev. 1996, 96, 835-875.
-
(1996)
Chem. Rev.
, vol.96
, pp. 835-875
-
-
Ager, D.J.1
Prakash, I.2
Schaad, D.R.3
-
12
-
-
0038106171
-
-
(a) Bloch, R. Chem. Rev. 1998, 98, 1407-1438.
-
(1998)
Chem. Rev.
, vol.98
, pp. 1407-1438
-
-
Bloch, R.1
-
15
-
-
0037020423
-
-
(a) Hermanns, N.; Dahmen, S.; Bolm, C.; Bräse, S. Angew. Chem., Int. Ed. 2002, 41, 3692-3694.
-
(2002)
Angew. Chem., Int. Ed.
, vol.41
, pp. 3692-3694
-
-
Hermanns, N.1
Dahmen, S.2
Bolm, C.3
Bräse, S.4
-
18
-
-
0035819577
-
-
(d) Porter, J. R.; Traverse, J. F.; Hoveyda, A. H.; Snapper, M. L. J. Am. Chem. Soc. 2001, 123, 984-985.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 984-985
-
-
Porter, J.R.1
Traverse, J.F.2
Hoveyda, A.H.3
Snapper, M.L.4
-
19
-
-
0035944511
-
-
(e) Porter, J. R.; Traverse, J. F.; Hoveyda, A. H.; Snapper, M. L. J. Am. Chem. Soc. 2001, 123, 10409-10410.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 10409-10410
-
-
Porter, J.R.1
Traverse, J.F.2
Hoveyda, A.H.3
Snapper, M.L.4
-
20
-
-
0038252959
-
-
(f) Frantz, D. E.; Fassler, R.; Tomooka, C. S.; Carreira, E. M. Acc. Chem. Res. 2000, 33, 373-381.
-
(2000)
Acc. Chem. Res.
, vol.33
, pp. 373-381
-
-
Frantz, D.E.1
Fassler, R.2
Tomooka, C.S.3
Carreira, E.M.4
-
21
-
-
0034614076
-
-
(g) Fujihara, H.; Nagai, K.; Tomioka, K. J. Am. Chem. Soc. 2000, 122, 12055-12056.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 12055-12056
-
-
Fujihara, H.1
Nagai, K.2
Tomioka, K.3
-
23
-
-
0026547148
-
-
(a) Higashiyama, K.; Inoue, H.; Takahashi, H. Tetrahedron Lett. 1992, 33, 235-238. (b) Higashiyama, K.; Inoue, H.; Takahashi, H. Tetrahedron 1994, 50, 1083-1092. (c) Davis, F. A.; Zhang, Y.; Andemichael, Y.; Fang, T.; Fanelli, D. L.; Zhang, H. J. Org. Chem. 1999, 64, 1403-1406. (d) Liu, G.; Cogan, D. A.; Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913-9914. (e) Yang, T. K.; Chen, R. Y.; Lee, D. S.; Peng, W. S.; Jiang, Y. Z.; Mi, A. Q.; Jong, T. T. J. Org. Chem. 1994, 59, 914-921. For a recent report on an improved and practical auxiliary, see: (f) Han, Z.; Krishnamurthy, D.; Grover, P.; Fang, K.; Senanayake, C. H. J. Am. Chem. Soc. 2002, 124, 7880-7881.
-
(1992)
Tetrahedron Lett.
, vol.33
, pp. 235-238
-
-
Higashiyama, K.1
Inoue, H.2
Takahashi, H.3
-
24
-
-
0028107126
-
-
(a) Higashiyama, K.; Inoue, H.; Takahashi, H. Tetrahedron Lett. 1992, 33, 235-238. (b) Higashiyama, K.; Inoue, H.; Takahashi, H. Tetrahedron 1994, 50, 1083-1092. (c) Davis, F. A.; Zhang, Y.; Andemichael, Y.; Fang, T.; Fanelli, D. L.; Zhang, H. J. Org. Chem. 1999, 64, 1403-1406. (d) Liu, G.; Cogan, D. A.; Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913-9914. (e) Yang, T. K.; Chen, R. Y.; Lee, D. S.; Peng, W. S.; Jiang, Y. Z.; Mi, A. Q.; Jong, T. T. J. Org. Chem. 1994, 59, 914-921. For a recent report on an improved and practical auxiliary, see: (f) Han, Z.; Krishnamurthy, D.; Grover, P.; Fang, K.; Senanayake, C. H. J. Am. Chem. Soc. 2002, 124, 7880-7881.
-
(1994)
Tetrahedron
, vol.50
, pp. 1083-1092
-
-
Higashiyama, K.1
Inoue, H.2
Takahashi, H.3
-
25
-
-
0033582582
-
-
(a) Higashiyama, K.; Inoue, H.; Takahashi, H. Tetrahedron Lett. 1992, 33, 235-238. (b) Higashiyama, K.; Inoue, H.; Takahashi, H. Tetrahedron 1994, 50, 1083-1092. (c) Davis, F. A.; Zhang, Y.; Andemichael, Y.; Fang, T.; Fanelli, D. L.; Zhang, H. J. Org. Chem. 1999, 64, 1403-1406. (d) Liu, G.; Cogan, D. A.; Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913-9914. (e) Yang, T. K.; Chen, R. Y.; Lee, D. S.; Peng, W. S.; Jiang, Y. Z.; Mi, A. Q.; Jong, T. T. J. Org. Chem. 1994, 59, 914-921. For a recent report on an improved and practical auxiliary, see: (f) Han, Z.; Krishnamurthy, D.; Grover, P.; Fang, K.; Senanayake, C. H. J. Am. Chem. Soc. 2002, 124, 7880-7881.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 1403-1406
-
-
Davis, F.A.1
Zhang, Y.2
Andemichael, Y.3
Fang, T.4
Fanelli, D.L.5
Zhang, H.6
-
26
-
-
0030694323
-
-
(a) Higashiyama, K.; Inoue, H.; Takahashi, H. Tetrahedron Lett. 1992, 33, 235-238. (b) Higashiyama, K.; Inoue, H.; Takahashi, H. Tetrahedron 1994, 50, 1083-1092. (c) Davis, F. A.; Zhang, Y.; Andemichael, Y.; Fang, T.; Fanelli, D. L.; Zhang, H. J. Org. Chem. 1999, 64, 1403-1406. (d) Liu, G.; Cogan, D. A.; Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913-9914. (e) Yang, T. K.; Chen, R. Y.; Lee, D. S.; Peng, W. S.; Jiang, Y. Z.; Mi, A. Q.; Jong, T. T. J. Org. Chem. 1994, 59, 914-921. For a recent report on an improved and practical auxiliary, see: (f) Han, Z.; Krishnamurthy, D.; Grover, P.; Fang, K.; Senanayake, C. H. J. Am. Chem. Soc. 2002, 124, 7880-7881.
-
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 9913-9914
-
-
Liu, G.1
Cogan, D.A.2
Ellman, J.A.3
-
27
-
-
0000247369
-
-
(a) Higashiyama, K.; Inoue, H.; Takahashi, H. Tetrahedron Lett. 1992, 33, 235-238. (b) Higashiyama, K.; Inoue, H.; Takahashi, H. Tetrahedron 1994, 50, 1083-1092. (c) Davis, F. A.; Zhang, Y.; Andemichael, Y.; Fang, T.; Fanelli, D. L.; Zhang, H. J. Org. Chem. 1999, 64, 1403-1406. (d) Liu, G.; Cogan, D. A.; Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913-9914. (e) Yang, T. K.; Chen, R. Y.; Lee, D. S.; Peng, W. S.; Jiang, Y. Z.; Mi, A. Q.; Jong, T. T. J. Org. Chem. 1994, 59, 914-921. For a recent report on an improved and practical auxiliary, see: (f) Han, Z.; Krishnamurthy, D.; Grover, P.; Fang, K.; Senanayake, C. H. J. Am. Chem. Soc. 2002, 124, 7880-7881.
-
(1994)
J. Org. Chem.
, vol.59
, pp. 914-921
-
-
Yang, T.K.1
Chen, R.Y.2
Lee, D.S.3
Peng, W.S.4
Jiang, Y.Z.5
Mi, A.Q.6
Jong, T.T.7
-
28
-
-
0037055013
-
-
(a) Higashiyama, K.; Inoue, H.; Takahashi, H. Tetrahedron Lett. 1992, 33, 235-238. (b) Higashiyama, K.; Inoue, H.; Takahashi, H. Tetrahedron 1994, 50, 1083-1092. (c) Davis, F. A.; Zhang, Y.; Andemichael, Y.; Fang, T.; Fanelli, D. L.; Zhang, H. J. Org. Chem. 1999, 64, 1403-1406. (d) Liu, G.; Cogan, D. A.; Ellman, J. A. J. Am. Chem. Soc. 1997, 119, 9913-9914. (e) Yang, T. K.; Chen, R. Y.; Lee, D. S.; Peng, W. S.; Jiang, Y. Z.; Mi, A. Q.; Jong, T. T. J. Org. Chem. 1994, 59, 914-921. For a recent report on an improved and practical auxiliary, see: (f) Han, Z.; Krishnamurthy, D.; Grover, P.; Fang, K.; Senanayake, C. H. J. Am. Chem. Soc. 2002, 124, 7880-7881.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 7880-7881
-
-
Han, Z.1
Krishnamurthy, D.2
Grover, P.3
Fang, K.4
Senanayake, C.H.5
-
29
-
-
0028875576
-
-
Davis, F. A.; Reddy, R. E.; Szewczyk, J. M. J. Org. Chem. 1995, 60, 7037-7039.
-
(1995)
J. Org. Chem.
, vol.60
, pp. 7037-7039
-
-
Davis, F.A.1
Reddy, R.E.2
Szewczyk, J.M.3
-
30
-
-
84985624865
-
-
(a) Enders, D.; Schubert, H.; Nübling, C. Angew. Chem., Int. Ed. Engl. 1986, 25, 1109-1110.
-
(1986)
Angew. Chem., Int. Ed. Engl.
, vol.25
, pp. 1109-1110
-
-
Enders, D.1
Schubert, H.2
Nübling, C.3
-
36
-
-
0345203649
-
-
note
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Although we could directly submit the crude imine to the nucleophilic addition conditions, only decomposition occurred upon treatment with alkyllithium reagents. This is presumably due to the competitive enolization reaction of the alkylimine.
-
-
-
-
37
-
-
0000018912
-
-
Heathcock, C. H., Ed.; Pergamon: Oxford
-
Kleinman, E. F.; Volkman, R. A. In Comprehensive Organic Synthesis: Additions to C-X π-Bonds; Heathcock, C. H., Ed.; Pergamon: Oxford 1991; Vol. 2, Part 2, pp 975-1006.
-
(1991)
Comprehensive Organic Synthesis: Additions to C-X π-Bonds
, vol.2
, Issue.PART 2
, pp. 975-1006
-
-
Kleinman, E.F.1
Volkman, R.A.2
-
38
-
-
0345635636
-
-
note
-
Additives such as DMPU, TMEDA, and HMPA were also tested, but no increase in the diastereocontrol could be observed. The addition of Lewis acids was also not effective in improving the selectivities.
-
-
-
-
39
-
-
0034741507
-
-
Although the role of DME is not clear, it certainly decreases the aggregation state of methyllithium. See for example: Deacon, G. B.; Forsyth, C. M.; Scott, N. M. J. Chem. Soc., Dalton Trans. 2001, 2494-2501.
-
(2001)
J. Chem. Soc., Dalton Trans.
, pp. 2494-2501
-
-
Deacon, G.B.1
Forsyth, C.M.2
Scott, N.M.3
-
40
-
-
0029564368
-
-
Bommarius, A. S.; Schwarm, M.; Stingl, K.; Kottenhahn, M.; Huthmacher, K.; Drauz, K. Tetrahedron: Asymmetry 1995, 6, 2851-2888.
-
(1995)
Tetrahedron: Asymmetry
, vol.6
, pp. 2851-2888
-
-
Bommarius, A.S.1
Schwarm, M.2
Stingl, K.3
Kottenhahn, M.4
Huthmacher, K.5
Drauz, K.6
-
41
-
-
2542433188
-
-
Carlsen, P. H. J.; Katsuki, T.; Martin, V. S.; Sharpless, K. B. J. Org. Chem. 1981, 46, 3936-3938.
-
(1981)
J. Org. Chem.
, vol.46
, pp. 3936-3938
-
-
Carlsen, P.H.J.1
Katsuki, T.2
Martin, V.S.3
Sharpless, K.B.4
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