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1
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0030998777
-
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Another well-established procedure for the preparation of β-aminoalcohols is the reductive amination of ketones. See for example : a) Siegel, M.G.; Hahn, P.J.; Dressman, B.A.; Fritz, J.E.; Grunwell, J.R.; Kaldor, S.W. Tetrahedron Lett. 1997, 38, 3357.
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b) Cheng, S.; Comer, D.D.; Williams, J.P.; Myers, P.L.; Boger, D.L. J. Am. Chem. Soc. 1996, 118, 2567.
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Cheng, S.1
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c) Lawrence, R.M.; Biller, S.A.; Fryszman, O.M.; Poss, M.A. Synthesis 1997, 553.
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Lawrence, R.M.1
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5
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0030952762
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e) Flynn, D.L.; Crich, J.Z.; Devraj, R.V.; Hockerman, S.L.; Parlow, J.J.; South, M.S.; Woodard, S. J. Am. Chem. Soc. 1997, 119, 4874.
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Flynn, D.L.1
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6
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0000936683
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Müller, E., Ed., Thieme Verlag, Stuttgart
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Moëler, F.1
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26844459893
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Israel Program for Scientific Translation (Ed.), Jerusalem
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Malinovskii, M.S. "Epoxides and their derivatives", Israel Program for Scientific Translation (Ed.), Jerusalem, 1965, pp 205.
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Malinovskii, M.S.1
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8
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0000579461
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Basic metal amides have been developed : a) lithium amide : Kissel, C.L.; Richborn, B. J. Org. Chem. 1972, 37, 2060;
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Kissel, C.L.1
Richborn, B.2
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0001463309
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b) magnesium amide : Carre, M.C.; Houmouou, J.P.; Caubere, P. Tetrahedron Lett. 1985, 26, 3107 ;
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Carre, M.C.1
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10
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0000094270
-
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c) lead amide : Yamada, J.; Yumoyo, M.; Yamamoto, Y. Tetrahedron Lett. 1989, 30, 4255. Other metal amides, called pseudoacidic metal amides, have been used :
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Yamada, J.1
Yumoyo, M.2
Yamamoto, Y.3
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12
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84986457176
-
-
e) tin amide : Fiorenza, M.; Ricci, A.; Taddei, M.; Tassi, D. Synthesis 1983, 640 ;
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Fiorenza, M.1
Ricci, A.2
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Tassi, D.4
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14
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33644915171
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Papini, A.; Ricci, A.; Taddei, M.; Seconi, G.; Dembech, P J. Chem. Soc., Perkin Trans 1 1984, 2261.
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Papini, A.1
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15
-
-
0001330151
-
-
a) Picard, J.P.; Grelier, S.; Constantieux, T.; Dunoguès, J.; Aizpurua, J.M.; Palomo, C.; Pétraud, M.; Barbe, B.; Lunazzi, L.; Léger, J.M. Organometallics 1993, 12, 1378.
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Picard, J.P.1
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Aizpurua, J.M.5
Palomo, C.6
Pétraud, M.7
Barbe, B.8
Lunazzi, L.9
Léger, J.M.10
-
16
-
-
0006563821
-
-
b) Grelier, S.; Constantieux, T.; Deffieux, D.; Bordeau, M.; Dunoguès, J.; Picard, J.P.; Palomo, C.; Aizpurua, J.M. Organometallics 1994, 13, 3711.
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Grelier, S.1
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Dunoguès, J.5
Picard, J.P.6
Palomo, C.7
Aizpurua, J.M.8
-
18
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0026633622
-
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a) Palomo, C.; Aizpurua, J.M.; Legido, M.; Picard, J.P., Dunoguès, J.; Constantieux, T. Tetrahedron Lett. 1992, 33, 3903.
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Palomo, C.1
Aizpurua, J.M.2
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Picard, J.P.4
Dunoguès, J.5
Constantieux, T.6
-
19
-
-
0002104467
-
-
b) Ricci, A.; Guerrini, A.; Seconi, G.; Mordini, A.; Constantieux, T.; Picard, J.P., Aizpurua, J.M.; Palomo, C. Synlett 1994, 955.
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Ricci, A.1
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Aizpurua, J.M.7
Palomo, C.8
-
20
-
-
26844533800
-
-
note
-
Biological activity has often been associated with the Si-C-N sequence present in a molecule. See for example ref. 5c, and references cited therein.
-
-
-
-
21
-
-
0019956585
-
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See for example: a) Hirao, T.; Yamada, A.; Hayashi, K.; Ohshiro, Y.; Agawa, T. Bull. Chem. Soc. Jpn. 1982, 55, 1163.
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Hirao, T.1
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24
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0003179678
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c) Tsuge, O.; Tanaka, J.; Kanemasa, S. Bull. Chem. Soc. Jpn. 1985, 58, 1991.
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Tsuge, O.1
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27
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0000548131
-
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e) Tsuge, O.; Kanemasa, S.; Yamada, T.; Matsuda, K. J. Org. Chem. 1987, 52, 2523.
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Tsuge, O.1
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Matsuda, K.4
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28
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26844467272
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f) Furin, G.G.; Vyazankina, O.A.; Gostevsky, B.A.; Vyazankin, N.S. Tetrahedron 1988, 44, 2676.
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Furin, G.G.1
Vyazankina, O.A.2
Gostevsky, B.A.3
Vyazankin, N.S.4
-
30
-
-
26844463434
-
-
note
-
BSMA may be easily synthetized in large scale either via the chemical reductive silylation (see ref. 5a) or electroreductive silylation (see ref. 5b) of trimethylsilyl cyanide.
-
-
-
-
31
-
-
26844559723
-
-
note
-
2 : C, 54.69; H, 8.57; N, 4.25; Cl, 10.62; Si, 17.00. Found : C, 54.54; H, 7.75; N, 4.98; Cl, 11.23; Si, 18.37.
-
-
-
-
32
-
-
33845183730
-
-
See for example : Mills, R.J.; Taylor, N.J.; Snieckus, V. J. Org. Chem. 1989, 54, 4372.
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Mills, R.J.1
Taylor, N.J.2
Snieckus, V.3
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33
-
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84913703923
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Ethylenes Oxides
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Weissberger, A. (Ed.) , Interscience Publishers, London
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Sec for example : Rosowsky, A. "Ethylenes Oxides" in "Heterocydic Compounds" , Weissberger, A. (Ed.) , Interscience Publishers, London, 1964, pp 181.
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Rosowsky, A.1
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34
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0018726726
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a) For a review of N-substituted azetidin-3-ol reactions, see Cromwell, H. N.; Phillips, B. Chem. Rev. 1979, 79, 331.
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Cromwell, H.N.1
Phillips, B.2
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38
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0006474449
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Brit. Patent 1 236 078
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3-azetidinols frequently present different biological effects such as : a) antidepressant : Miller, D.; Melton, T. Brit. Patent 1 236 078, CA 1971, 75, 76595s;
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CA
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Miller, D.1
Melton, T.2
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39
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26844453684
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French Patent 2 280 370
-
b) antihypertensive : Castaigne, S. A. French Patent 2 280 370, CA 1976, 85, 159855j;
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CA
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Castaigne, S.A.1
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40
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0016238026
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Okutani, T.; Kaneko, T.; Masuda, K. Chem. Pharm. Bull. 1974, 22, 1490;
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Okutani, T.1
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41
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0017608301
-
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c) sedative : Frehel, D.; Heynes, A.; Maffrand, J. P.; Eloy, F.; Aubert, D.; Rolland, F. Eur. J. Med. Chem. 1977, 12, 447.
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Frehel, D.1
Heynes, A.2
Maffrand, J.P.3
Eloy, F.4
Aubert, D.5
Rolland, F.6
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42
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0006498232
-
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Ger. Offen. 2 750 300
-
d) antipsoriasis : Gold, E. H.; Solomon, D. M. Ger. Offen. 2 750 300, CA 1978, 89, 109039h;
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Gold, E.H.1
Solomon, D.M.2
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43
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26844532075
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US Patent 4 183 923
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US Patent 4 183 923, CA 1980, 93, 47012r.
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45
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0000456545
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a) Toda, T.; Karikomi, M.; Ohshima, M.; Yoshida, M. Heterocycles 1992, 33, 511.
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Toda, T.1
Karikomi, M.2
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46
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0030789032
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b) Karikomi, M.; Arai, K.; Toda, T. Tetrahedron Lett. 1997, 38, 6059.
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Karikomi, M.1
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Toda, T.3
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47
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84986495402
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c) Higgins, R. H.; Eaton, Q. L.; Worth, L., Jr.; Watson, M. R.; Faircloth, W. J.; Jenkins, H., Jr. J. Heterocyclic Chem. 1988, 25, 383.
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Higgins, R.H.1
Eaton, Q.L.2
Worth Jr., L.3
Watson, M.R.4
Faircloth, W.J.5
Jenkins Jr., H.6
-
48
-
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0000067893
-
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e) Higgins, R. H.; Faircloth, W. J.; Baughmann, R. G.; Eaton, Q. L. J. Org. Chem. 1994, 59, 2172.
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Higgins, R.H.1
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Eaton, Q.L.4
-
49
-
-
26844486584
-
-
See also ref. 12 and 13
-
f) See also ref. 12 and 13 and ref. cited therein.
-
-
-
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54
-
-
0000809961
-
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Laguene, M.; Boyer, C.; Leger, J. M.; Carpy, A. Can. J. Chem. 1989, 67, 1514.
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Laguene, M.1
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Carpy, A.4
-
55
-
-
26844540013
-
-
note
-
27NOSi : C, 64.67; H, 11.27; N. 5.80; Si, 11.63. Found : C, 64.36; H, 11.59; N, 5.44; Si, 10.29.
-
-
-
-
56
-
-
26844463913
-
-
note
-
From TLC analysis of the crude.
-
-
-
-
57
-
-
84986492359
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Higgins, R. H.; Eaton, Q. L.; Worth, L.; Peterson, M. V. J. Heterocyclic Chem. 1987, 24, 255.
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Higgins, R.H.1
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Worth, L.3
Peterson, M.V.4
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