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4243794106
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Transesterification-based enzymatic resolution of secondary alcohols is now widely regarded as one of the best methods of choice for the synthesis of an enantiomer of an alcohol with high enantiomeric purity. For reviews see: (a) Santaniello, E.; Ferraboschi, P.; Grisenti, P.; Manzocchi, A. Chem. Rev. 1992, 92, 1071. (b) Faber, K.; Riva, S. Synthesis 1992, 895.
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9
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4243794106
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Transesterification-based enzymatic resolution of secondary alcohols is now widely regarded as one of the best methods of choice for the synthesis of an enantiomer of an alcohol with high enantiomeric purity. For reviews see: (a) Santaniello, E.; Ferraboschi, P.; Grisenti, P.; Manzocchi, A. Chem. Rev. 1992, 92, 1071. (b) Faber, K.; Riva, S. Synthesis 1992, 895.
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Synthesis
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Faber, K.1
Riva, S.2
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10
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84889536395
-
-
note
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The lithium salt of TFA could be kept at room temperature for several months, though it was a deliquescent compound.
-
-
-
-
11
-
-
84889510004
-
-
note
-
Vinyl acetate was found better as acyl donor than vinyl propionate in enantioselectivity
-
-
-
-
12
-
-
84889508425
-
-
note
-
List of lipases tested: Lipase PS (Pseudomonas cepacia), LPL (Pseudomonas aeruginosa), Lipase AK (Pseudomonas sp.), CAL (Candida antarctica), Lipase AY (Candida rugosa), CCL (Candida rugosa), Immobilized Lipase from Pseudomonas fluorescence, Lipase CES (Pseudomonas sp.) PPL (Porcine pancreas), PLE (Pig liver), Lipozyme (Mucor miehei), Lipase L (Candida lipolytica), Lipase A (Aspergillus niger), Lipase GC (Geotrichum candidum), Protease A, Lipase F (Rizopus javanicus), Lipase E (Penicillium roqueforti), Lipase N (Rhizopus niveus), Lipase CE (Humicola lanuginosa), Protease S, Lipase M (Mucor javanicus), Protease P, Lipase G (Penicillium sp.), and Lipase D (Rhizopus delemar).
-
-
-
-
13
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0000858214
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-
Examples, see: (a) Sakurai, T.; Margolin, A. L.; Russell, A. J.; Klivanov, A. M J. Am. Chem. Soc. 1988, 110, 7236. (b) Parida, S., Dordick, J. S. Ibid. 1991, 113, 2253. (c) Parida, S.; Dordick, J. S. J. Org. Chem. 1993, 58, 3238. (d) Kamat, S. Biotechnol. Bioengin. 1992, 40, 158. (e) Arroyo, M.; Sinisterra, J. V. J. Org. Chem. 1994, 59, 4410.
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12044249414
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Examples, see: (a) Sakurai, T.; Margolin, A. L.; Russell, A. J.; Klivanov, A. M J. Am. Chem. Soc. 1988, 110, 7236. (b) Parida, S., Dordick, J. S. Ibid. 1991, 113, 2253. (c) Parida, S.; Dordick, J. S. J. Org. Chem. 1993, 58, 3238. (d) Kamat, S. Biotechnol. Bioengin. 1992, 40, 158. (e) Arroyo, M.; Sinisterra, J. V. J. Org. Chem. 1994, 59, 4410.
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Examples, see: (a) Sakurai, T.; Margolin, A. L.; Russell, A. J.; Klivanov, A. M J. Am. Chem. Soc. 1988, 110, 7236. (b) Parida, S., Dordick, J. S. Ibid. 1991, 113, 2253. (c) Parida, S.; Dordick, J. S. J. Org. Chem. 1993, 58, 3238. (d) Kamat, S. Biotechnol. Bioengin. 1992, 40, 158. (e) Arroyo, M.; Sinisterra, J. V. J. Org. Chem. 1994, 59, 4410.
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0027112426
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Examples, see: (a) Sakurai, T.; Margolin, A. L.; Russell, A. J.; Klivanov, A. M J. Am. Chem. Soc. 1988, 110, 7236. (b) Parida, S., Dordick, J. S. Ibid. 1991, 113, 2253. (c) Parida, S.; Dordick, J. S. J. Org. Chem. 1993, 58, 3238. (d) Kamat, S. Biotechnol. Bioengin. 1992, 40, 158. (e) Arroyo, M.; Sinisterra, J. V. J. Org. Chem. 1994, 59, 4410.
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0027990305
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Examples, see: (a) Sakurai, T.; Margolin, A. L.; Russell, A. J.; Klivanov, A. M J. Am. Chem. Soc. 1988, 110, 7236. (b) Parida, S., Dordick, J. S. Ibid. 1991, 113, 2253. (c) Parida, S.; Dordick, J. S. J. Org. Chem. 1993, 58, 3238. (d) Kamat, S. Biotechnol. Bioengin. 1992, 40, 158. (e) Arroyo, M.; Sinisterra, J. V. J. Org. Chem. 1994, 59, 4410.
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For a recent example see: Cygler, M.; Grochulski, P.; Kazlauskas, R. J.; Schrag, J. D.; Bouthilher, F.; Rubin, B.; Serreqi, A. N ; Gupta, A. K. J. Am. Chem Soc. 1994, 116, 3180. References cited therein.
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