-
1
-
-
2442770911
-
-
September 28
-
(a) The enantiopure drug market has been estimated as US $18 billion worldwide. See: Stinson, S. C. Chem. Eng. News 1992, September 28, 46-78;
-
(1992)
Chem. Eng. News
, pp. 46-78
-
-
Stinson, S.C.1
-
3
-
-
0004219526
-
-
Wiley: Chichester
-
(c) Collins, A. N.; Sheldrake, G. N.; Crosby, J. (Eds), Chirality in Industry; Wiley: Chichester, Vol. I, 1992; Vol. II, 1997;
-
(1992)
Chirality in Industry
, vol.1-2
-
-
Collins, A.N.1
Sheldrake, G.N.2
Crosby, J.3
-
6
-
-
0029872834
-
-
Schoffers, E.; Golebiowski, A.; Johnson, C. R. Tetrahedron 1996, 52, 3769-3826.
-
(1996)
Tetrahedron
, vol.52
, pp. 3769-3826
-
-
Schoffers, E.1
Golebiowski, A.2
Johnson, C.R.3
-
8
-
-
28844436100
-
-
(a) Horeau, A. Tetrahedron 1975, 31, 1307-1309;
-
(1975)
Tetrahedron
, vol.31
, pp. 1307-1309
-
-
Horeau, A.1
-
10
-
-
33845557915
-
-
(c) for non-biocatalyzed reactions: Martin, V. S.; Woodard, S. S.; Katsuki, T.; Yamada, Y.; Ikeda, M.; Sharpless, K. B. J. Am. Chem. Soc. 1981, 103, 6237-6240;
-
(1981)
J. Am. Chem. Soc.
, vol.103
, pp. 6237-6240
-
-
Martin, V.S.1
Woodard, S.S.2
Katsuki, T.3
Yamada, Y.4
Ikeda, M.5
Sharpless, K.B.6
-
11
-
-
8044227965
-
-
(d) for prebiotic reactions: Balavoine, G.; Moradpour, A.; Kagan, H. B. J. Am. Chem. Soc. 1974, 96, 5152-5158.
-
(1974)
J. Am. Chem. Soc.
, vol.96
, pp. 5152-5158
-
-
Balavoine, G.1
Moradpour, A.2
Kagan, H.B.3
-
12
-
-
0345647810
-
-
note
-
For biocatalyzed reactions, data from database Faber, ∼9000 entries, July 1998.
-
-
-
-
14
-
-
37049074192
-
-
Cotterill, I. C.; Jaouhari, R.; Dorman, G.; Roberts, S. M.; Scheinmann, F.; Wakefield, B. J. J. Chem. Soc., Perkin Trans. 1 1991, 2505-2512.
-
(1991)
J. Chem. Soc., Perkin Trans.
, vol.1
, pp. 2505-2512
-
-
Cotterill, I.C.1
Jaouhari, R.2
Dorman, G.3
Roberts, S.M.4
Scheinmann, F.5
Wakefield, B.J.6
-
15
-
-
20644469267
-
-
Chen, C.-S.; Fujimoto, Y.; Girdaukas, G.; Sih, C. J. J. Am. Chem. Soc. 1982, 104, 7294-7299.
-
(1982)
J. Am. Chem. Soc.
, vol.104
, pp. 7294-7299
-
-
Chen, C.-S.1
Fujimoto, Y.2
Girdaukas, G.3
Sih, C.J.4
-
17
-
-
0031861650
-
-
For a typical example see: (a) Xie, Y.-C.; Liu, H.-Z.; Chen, J.-Y. Biotechnol. Lett. 1998, 20, 455-458;
-
(1998)
Biotechnol. Lett.
, vol.20
, pp. 455-458
-
-
Xie, Y.-C.1
Liu, H.-Z.2
Chen, J.-Y.3
-
18
-
-
0011395631
-
-
Collins, A. N.; Sheldrake, G. N.; Crosby, J. (Eds), Wiley: New York
-
(b) Kamphuis, J.; Boesten, W. H. J.; Kaptein, B.; Hermes, H. F. M.; Sonke, T.; Broxterman, Q. B.; van den Tweel, W. J. J.; Schoemaker, H. E. In Chirality in Industry; Collins, A. N.; Sheldrake, G. N.; Crosby, J. (Eds), Wiley: New York, 1992, pp. 187-208.
-
(1992)
Chirality in Industry
, pp. 187-208
-
-
Kamphuis, J.1
Boesten, W.H.J.2
Kaptein, B.3
Hermes, H.F.M.4
Sonke, T.5
Broxterman, Q.B.6
Van Den Tweel, W.J.J.7
Schoemaker, H.E.8
-
19
-
-
0030737815
-
-
Ebbers, E. J.; Ariaans, G. J. A.; Houbiers, J. P. M.; Bruggink, A.; Zwanenburg, B. Tetrahedron 1997, 53, 9417-9476.
-
(1997)
Tetrahedron
, vol.53
, pp. 9417-9476
-
-
Ebbers, E.J.1
Ariaans, G.J.A.2
Houbiers, J.P.M.3
Bruggink, A.4
Zwanenburg, B.5
-
23
-
-
0002923489
-
-
(c) Noyori, R.; Tokunaga, M.; Kitamura, M. Bull. Chem. Soc. Jpn. 1995, 68, 36-56.
-
(1995)
Bull. Chem. Soc. Jpn.
, vol.68
, pp. 36-56
-
-
Noyori, R.1
Tokunaga, M.2
Kitamura, M.3
-
24
-
-
0001322821
-
-
For the mathematical treatment of dynamic kinetic resolutions see: Kitamura, M.; Tokunaga, M.; Noyori, R. J. Am. Chem. Soc. 1993, 115, 144-152; Kitamura, M.; Tokunaga, M.; Noyori, R. Tetrahedron 1993, 49, 1853-1860.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 144-152
-
-
Kitamura, M.1
Tokunaga, M.2
Noyori, R.3
-
25
-
-
0027400239
-
-
For the mathematical treatment of dynamic kinetic resolutions see: Kitamura, M.; Tokunaga, M.; Noyori, R. J. Am. Chem. Soc. 1993, 115, 144-152; Kitamura, M.; Tokunaga, M.; Noyori, R. Tetrahedron 1993, 49, 1853-1860.
-
(1993)
Tetrahedron
, vol.49
, pp. 1853-1860
-
-
Kitamura, M.1
Tokunaga, M.2
Noyori, R.3
-
26
-
-
0345647801
-
-
note
-
S.
-
-
-
-
28
-
-
0026048522
-
-
(a) Danda, H.; Nagatomi, T.; Maehara, A.; Umemura, T. Tetrahedron 1991, 47, 8701-8716;
-
(1991)
Tetrahedron
, vol.47
, pp. 8701-8716
-
-
Danda, H.1
Nagatomi, T.2
Maehara, A.3
Umemura, T.4
-
29
-
-
0030911614
-
-
(b) Lemke, K.; Ballschuh, S.; Kunath, A.; Theil, F. Tetrahedron: Asymmetry 1997, 8, 2051-2055;
-
(1997)
Tetrahedron: Asymmetry
, vol.8
, pp. 2051-2055
-
-
Lemke, K.1
Ballschuh, S.2
Kunath, A.3
Theil, F.4
-
31
-
-
0027300245
-
-
(d) Takano, S.; Suzuki, M.; Ogasawara, K. Tetrahedron: Asymmetry 1993, 4, 1043-1046;
-
(1993)
Tetrahedron: Asymmetry
, vol.4
, pp. 1043-1046
-
-
Takano, S.1
Suzuki, M.2
Ogasawara, K.3
-
32
-
-
0000939134
-
-
(e) Mitsuda, S.; Umemura, T.; Hirohara, H. Appl. Microbiol. Biotechnol. 1988, 29, 310-315.
-
(1988)
Appl. Microbiol. Biotechnol.
, vol.29
, pp. 310-315
-
-
Mitsuda, S.1
Umemura, T.2
Hirohara, H.3
-
33
-
-
0344353208
-
-
note
-
For small-scale reactions, Mitsunobu conditions may likewise be employed.
-
-
-
-
35
-
-
0030848933
-
-
(b) Pedragosa-Moreau, S.; Morisseau, C.; Baratti, J.; Zylber, J.; Archelas, A.; Furstoss, R. Tetrahedron 1997, 53, 9707-9714.
-
(1997)
Tetrahedron
, vol.53
, pp. 9707-9714
-
-
Pedragosa-Moreau, S.1
Morisseau, C.2
Baratti, J.3
Zylber, J.4
Archelas, A.5
Furstoss, R.6
-
36
-
-
84907036080
-
-
(a) Buisson, D.; Azerad, R.; Sanner, C.; Larcheveque, M. Biocatalysis 1992, 5, 249-265;
-
(1992)
Biocatalysis
, vol.5
, pp. 249-265
-
-
Buisson, D.1
Azerad, R.2
Sanner, C.3
Larcheveque, M.4
-
37
-
-
0029153701
-
-
(b) Nakamura, K.; Inoue, Y.; Matsuda, T.; Ohno, A. Tetrahedron Lett. 1995, 36, 6263-6266;
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 6263-6266
-
-
Nakamura, K.1
Inoue, Y.2
Matsuda, T.3
Ohno, A.4
-
38
-
-
0029618386
-
-
(c) Fantin, G.; Fogagnolo, M.; Giovannini, P. P.; Medici, A.; Pedrini, P. Tetrahedron: Asymmetry 1995, 6, 3047-3053;
-
(1995)
Tetrahedron: Asymmetry
, vol.6
, pp. 3047-3053
-
-
Fantin, G.1
Fogagnolo, M.2
Giovannini, P.P.3
Medici, A.4
Pedrini, P.5
-
40
-
-
0027050187
-
-
(e) Tsuchiya, S.; Miyamoto, K.; Ohta, H. Biotechnol. Lett. 1992, 14, 1137-1142;
-
(1992)
Biotechnol. Lett.
, vol.14
, pp. 1137-1142
-
-
Tsuchiya, S.1
Miyamoto, K.2
Ohta, H.3
-
41
-
-
0028970755
-
-
(f) Takahashi, E.; Nakamichi, K.; Furui, M. J. Ferment. Bioeng. 1995, 80, 247-250;
-
(1995)
J. Ferment. Bioeng.
, vol.80
, pp. 247-250
-
-
Takahashi, E.1
Nakamichi, K.2
Furui, M.3
-
42
-
-
0028156837
-
-
(g) Carnell, A. J.; Iacazio, G.; Roberts, S. M.; Willetts, A. J. Tetrahedron Lett. 1994, 35, 331-334;
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 331-334
-
-
Carnell, A.J.1
Iacazio, G.2
Roberts, S.M.3
Willetts, A.J.4
-
43
-
-
0028247067
-
-
(h) Matsumura, S.; Kawai, Y.; Takahashi, Y.; Toshima, K. Biotechnol. Lett. 1994, 16, 485-490;
-
(1994)
Biotechnol. Lett.
, vol.16
, pp. 485-490
-
-
Matsumura, S.1
Kawai, Y.2
Takahashi, Y.3
Toshima, K.4
-
44
-
-
0023381801
-
-
(i) Shimizu, S.; Hattori, S.; Hata, H.; Yamada, H. Enzyme Microb. Technol. 1987, 9, 411-416.
-
(1987)
Enzyme Microb. Technol.
, vol.9
, pp. 411-416
-
-
Shimizu, S.1
Hattori, S.2
Hata, H.3
Yamada, H.4
-
45
-
-
84949070047
-
-
+-linked dehydrogenase and an (S)-specific NADPH-dependent reductase. Although no detailed data were given, the latter step was claimed to be irreversible: Hasegawa, J.; Ogura, M.; Tsuda, S.; Maemoto, S.; Kutsuki, H.; Ohashi, T. Agric. Biol. Chem. 1990, 54, 1819-1827. On the other hand, observations on the fungus Geotrichum candidum prove the requirement of molecular oxygen, which would suggest the involvement of an alcohol oxidase rather than an alcohol dehydrogenase: Azerad, R.; Buisson, D. In Microbial Reagents in Organic Synthesis; Servi, S. (Ed.), NATO ASI Series C, Kluwer: Dordrecht, 1992; vol. 381, pp. 421-440.
-
(1990)
Agric. Biol. Chem.
, vol.54
, pp. 1819-1827
-
-
Hasegawa, J.1
Ogura, M.2
Tsuda, S.3
Maemoto, S.4
Kutsuki, H.5
Ohashi, T.6
-
46
-
-
0005530024
-
-
Servi, S. (Ed.), NATO ASI Series C, Kluwer: Dordrecht
-
+-linked dehydrogenase and an (S)-specific NADPH-dependent reductase. Although no detailed data were given, the latter step was claimed to be irreversible: Hasegawa, J.; Ogura, M.; Tsuda, S.; Maemoto, S.; Kutsuki, H.; Ohashi, T. Agric. Biol. Chem. 1990, 54, 1819-1827. On the other hand, observations on the fungus Geotrichum candidum prove the requirement of molecular oxygen, which would suggest the involvement of an alcohol oxidase rather than an alcohol dehydrogenase: Azerad, R.; Buisson, D. In Microbial Reagents in Organic Synthesis; Servi, S. (Ed.), NATO ASI Series C, Kluwer: Dordrecht, 1992; vol. 381, pp. 421-440.
-
(1992)
Microbial Reagents in Organic Synthesis
, vol.381
, pp. 421-440
-
-
Azerad, R.1
Buisson, D.2
-
49
-
-
0032617804
-
-
Orru, R. V. A.; Archelas, A.; Furstoss, R.; Faber, K. Adv. Biochem. Eng. Biotechnol. 1998, 63, 145-167.
-
(1998)
Adv. Biochem. Eng. Biotechnol.
, vol.63
, pp. 145-167
-
-
Orru, R.V.A.1
Archelas, A.2
Furstoss, R.3
Faber, K.4
-
51
-
-
0000660907
-
-
(a) Faber, K.; Mischitz, M.; Kroutil, W. Acta Chem. Scand. 1996, 50, 249-258;
-
(1996)
Acta Chem. Scand.
, vol.50
, pp. 249-258
-
-
Faber, K.1
Mischitz, M.2
Kroutil, W.3
-
54
-
-
0030200565
-
-
Mischitz, M.; Mirtl, C.; Saf, R.; Faber, K. Tetrahedron: Asymmetry 1996, 7, 2041-2046.
-
(1996)
Tetrahedron: Asymmetry
, vol.7
, pp. 2041-2046
-
-
Mischitz, M.1
Mirtl, C.2
Saf, R.3
Faber, K.4
-
55
-
-
0001194360
-
-
Pedragosa-Moreau, S.; Archelas, A.; Furstoss, R. J. Org. Chem. 1993, 58, 5533-5536.
-
(1993)
J. Org. Chem.
, vol.58
, pp. 5533-5536
-
-
Pedragosa-Moreau, S.1
Archelas, A.2
Furstoss, R.3
-
56
-
-
0029066961
-
-
Mischitz, M.; Kroutil, W.; Wandel, U.; Faber, K. Tetrahedron: Asymmetry 1995, 6, 1261-1272.
-
(1995)
Tetrahedron: Asymmetry
, vol.6
, pp. 1261-1272
-
-
Mischitz, M.1
Kroutil, W.2
Wandel, U.3
Faber, K.4
-
57
-
-
0032576854
-
-
Orru, R. V. A.; Mayer, S. F.; Kroutil, W.; Faber, K. Tetrahedron 1998, 54, 859-874.
-
(1998)
Tetrahedron
, vol.54
, pp. 859-874
-
-
Orru, R.V.A.1
Mayer, S.F.2
Kroutil, W.3
Faber, K.4
-
58
-
-
0030848933
-
-
Pedragosa-Moreau, S.; Morisseau, C.; Baratti, J.; Zylber, J.; Archelas, A.; Furstoss, R. Tetrahedron 1997, 53, 9707-9714.
-
(1997)
Tetrahedron
, vol.53
, pp. 9707-9714
-
-
Pedragosa-Moreau, S.1
Morisseau, C.2
Baratti, J.3
Zylber, J.4
Archelas, A.5
Furstoss, R.6
-
59
-
-
0029881420
-
-
(a) Pedragosa-Moreau, S.; Archelas, A.; Furstoss, R. Tetrahedron 1996, 52, 4593-4606;
-
(1996)
Tetrahedron
, vol.52
, pp. 4593-4606
-
-
Pedragosa-Moreau, S.1
Archelas, A.2
Furstoss, R.3
-
60
-
-
0030030542
-
-
(b) Bellucci, G.; Chiappe, C.; Cordoni, A. Tetrahedron: Asymmetry 1996, 7, 197-202.
-
(1996)
Tetrahedron: Asymmetry
, vol.7
, pp. 197-202
-
-
Bellucci, G.1
Chiappe, C.2
Cordoni, A.3
-
61
-
-
33748638617
-
-
Kroutil, W.; Mischitz, M.; Faber, K. J. Chem. Soc., Perkin Trans. 1 1997, 3629-3636.
-
(1997)
J. Chem. Soc., Perkin Trans.
, vol.1
, pp. 3629-3636
-
-
Kroutil, W.1
Mischitz, M.2
Faber, K.3
-
63
-
-
0344785065
-
-
note
-
A free shareware program ('Cyclo') running under Windows is available via the Internet at http://www-orgc.tu-graz.ac.at or directly from the authors (Kroutil, W.; Faber, K. © 1998). A description of how to use the program is given in the help file which accompanies the program. A program version for Macintosh will be released soon.
-
-
-
-
64
-
-
0026673457
-
-
(a) Huh, J. W.; Yokoigawa, K.; Esaki, N.; Soda, K. J. Ferment. Bioeng. 1992, 74, 189-190;
-
(1992)
J. Ferment. Bioeng.
, vol.74
, pp. 189-190
-
-
Huh, J.W.1
Yokoigawa, K.2
Esaki, N.3
Soda, K.4
-
65
-
-
0000236394
-
-
(b) Huh, J. W.; Yokoigawa, K.; Esaki, N.; Soda, K. Biosci. Biotechnol. Biochem. 1992, 56, 2081-2082.
-
(1992)
Biosci. Biotechnol. Biochem.
, vol.56
, pp. 2081-2082
-
-
Huh, J.W.1
Yokoigawa, K.2
Esaki, N.3
Soda, K.4
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