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Whitesell, J.K.1
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2
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0003643883
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Waldmann, H., Ed.: VCH, Weinheim
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b) Waldmann, H., in Organic Synthesis Highlights II, Waldmann, H., Ed.: VCH, Weinheim 1995, p. 49; and ref. cited therein;
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Organic Synthesis Highlights II
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Waldmann, H.1
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3
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0000679903
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2-symmetric pyrrolidine derivatives, see also: c) Beak, P.; Basu, A.; Donald, J. G.; Yong, S. P.; Thayumanavan, S. Acc. Chem. Res. 1996, 29, 552;
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Acc. Chem. Res.
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Beak, P.1
Basu, A.2
Donald, J.G.3
Yong, S.P.4
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4
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0030071356
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d) Wu, S.; Lee, S.; Beak, P. J. Am. Chem. Soc. 1996, 118, 715.
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Wu, S.1
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Beak, P.3
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5
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23744465287
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note
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2-axes, are configurationally unstable and therefore non-stereogenic.
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6
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33947480171
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a) Overberger, C. G.; Marullo, N. P.; Hiskey, R. G. J. Am. Chem. Soc. 1961, 83, 1374;
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Overberger, C.G.1
Marullo, N.P.2
Hiskey, R.G.3
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7
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0000160409
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5 and, for instance: b) Price, D. A.; Simpkins, N. S.; MacLeod, A. M.; Watt, A. P. J. Org. Chem. 1994, 59, 1961;
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Price, D.A.1
Simpkins, N.S.2
MacLeod, A.M.3
Watt, A.P.4
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9
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a) Bambridge, K.; Begley, M. J.; Simpkins, N. S. Tetrahedron Lett. 1994, 35, 3391;
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Tetrahedron Lett.
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Bambridge, K.1
Begley, M.J.2
Simpkins, N.S.3
-
10
-
-
0000130667
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for a recent application of this chiral base, see: b) Cowton, E. L. M.; Gibson, S. E.; Schneider, M. J.; Smith, M. H. J. Chem. Soc., Chem. Commun. 1996, 839.
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J. Chem. Soc., Chem. Commun.
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Cowton, E.L.M.1
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Schneider, M.J.3
Smith, M.H.4
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11
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0026033510
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For reviews on enantioselective deprotonations, see, for instance: a) Cox, P. J.; Simpkins, N. S. Tetrahedron Asymmetry 1991, 2, 1;
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Cox, P.J.1
Simpkins, N.S.2
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0002137536
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Waldmann, H., Ed.: VCH, Weinheim
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b) Waldmann, H., in Organic Synthesis Highlights II, Waldmann, H., Ed.: VCH, Weinheim 1995, p. 19.
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Waldmann, H.1
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13
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0004145743
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VCH, Weinheim chapter 5
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2-symmetric pyrrolidines were very successfully employed as chiral auxiliaries in radical additions, see: a) Stereochemistry of Radical Reactions, Curran, D.P.; Porter, N. A.; Giese, B., Eds.: VCH, Weinheim 1996, chapter 5;
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Stereochemistry of Radical Reactions
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Curran, D.P.1
Porter, N.A.2
Giese, B.3
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14
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0029143575
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2-symmetric pyrrolidine as a chiral catalyst, see: b) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron Asymmetry 1995, 6, 2109;
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Shi, M.1
Satoh, Y.2
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Masaki, Y.4
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15
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23744484546
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(-)-trans-2,6-Dimethylpiperidine (ent-4, R=Me) was obtained either by (partial) resolution: a) Hill, R. K.; Morgan, J. W. J. Org. Chem. 1966, 31, 3541;
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Hill, R.K.1
Morgan, J.W.2
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16
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0010501593
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or as part of a diastereomeric mixture by cyclization of (-)-1-methylhexylamine: b) Perrone, R.; Tortorella, V. Tetrahedron 1978, 34, 2533;
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Perrone, R.1
Tortorella, V.2
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0001426637
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b) Togni, A. Angew. Chem. 1996, 108, 1581 and ref. cited therein.
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Togni, A.1
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20
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84985222698
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These are all 1,1'-disubstitued ferrocene derivatives: a) Herrmann, R.; Hübener, G.; Siglmüller, F.; Ugi, I. Liebigs Ann. Chem. 1986, 251;
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Herrmann, R.1
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Ugi, I.4
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21
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b) Hayashi, T.; Yamamoto, A.; Hojo, M.; Kishi, K.; Ito, Y.; Nishioka, E. Miura, H.; Yanagi, K. J. Organomet Chem., 1989, 370, 129;
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Hayashi, T.1
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c) Püntener, K.; Schwink, L.; Knochel, P. Tetrahedron Lett. 1996, 37, 8165.
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Püntener, K.1
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23
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0040755377
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A mixture of the racemic compound rac-5 and its meso diastereomer 16 has been prepared previously: Butler, I. R.; Cullen, W. R. Can. J. Chem. 1983, 61, 2354.
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Can. J. Chem.
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Butler, I.R.1
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Gokel, G.; Marquarding, D.; Ugi, I. J. Org. Chem., 1972, 37, 3052.
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Gokel, G.1
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25
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0000560997
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Togni, A.; Hayashi, T., Eds.: VCH Weinheim chapter 4
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See, for instance: Wagner, G.; Herrmann, R. in Togni, A.; Hayashi, T., Eds.: Ferrocenes, VCH Weinheim 1995, chapter 4, p. 173.
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Wagner, G.1
Herrmann, R.2
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26
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33845282886
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a) Corey, E. J.; Bakshi, R. K.; Shibata, S. J. Am. Chem. Soc., 1987, 109, 5551;
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33845282438
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b) Corey, E. J.; Bakshi, R. K.; Shibata, S.; Chen, C.P.; Singh, V.K. J. Am. Chem. Soc., 1987, 109, 7925;
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Corey, E.J.1
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0001599919
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Wright, J.; Frambes, L.; Reeves, P. J. Organomet. Chem., 1994, 476, 215.
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0028825012
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Ohno, A.; Yamane, M.; Hayashi, T.; Oguni, N.; Hayashi, M. Tetrahedron Asymmetry 1995, 6, 2495.
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Ohno, A.1
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Hayashi, M.5
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33
-
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23744469317
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-
9c
-
9c.
-
-
-
-
35
-
-
0346267223
-
-
Mathre, D.J.; Jones, T.K., Xavier, L.C.; Blacklock, T.J.; Reamer, R.A.; Mohan, J.J.; Turner Jones, E.T.; Hoogsteen, K.; Baum, M.W.; Grabowski, E.J.J. J. Org. Chem., 1991, 56, 751.
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Mathre, D.J.1
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Hoogsteen, K.8
Baum, M.W.9
Grabowski, E.J.J.10
-
36
-
-
23744439515
-
-
note
-
The optical purity of alcohol 13 was routinely determined by analytical HPLC on a Daicel Chiralcel OJ-column (i-PrOH / hexane = 15:85).
-
-
-
-
37
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0004063331
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Springer Verlag, Berlin Heidelberg
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For the use of ultrasound in organic synthesis, see for instance: Ley, S.; Low, C.M.R. Ultrasound in Synthesis, Springer Verlag, Berlin Heidelberg 1989.
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Ultrasound in Synthesis
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Ley, S.1
Low, C.M.R.2
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38
-
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23744487424
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-
note
-
The fact that the product was obtained as a pure diastereomer directly proves the high enantiomeric purity (> 98 % ee) of the starting material(s) and the product.
-
-
-
-
39
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0000884787
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For the use of AcOH as solvent for substitution reactions of ferrocenyl derivatives, see: Barbaro, P.; Togni, A. Organometallics 1995, 14, 3570.
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Barbaro, P.1
Togni, A.2
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40
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33845277846
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As an example, H[CHIRAMT] is an interesting chiral ligand based on α-phenylethylamine, see: a) Villacorta, G. M.; Rao, C. P.; Lippard, S. J. J. Am. Chem. Soc. 1988, 110, 3275;
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Villacorta, G.M.1
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41
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0001333978
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b) ; Ahn, K.-H.; Klassen, R. B.; Lippard, S. J. Organometallics 1990, 9, 3178.
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Ahn, K.-H.1
Klassen, R.B.2
Lippard, S.J.3
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42
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23744503045
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note
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8a.
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43
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0002714675
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Still, W. C.; Kahn, M.; Mitra, A. J. Org. Chem. 1978, 43, 2923.
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Still, W.C.1
Kahn, M.2
Mitra, A.3
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