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2
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4243134171
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PCT Int. Appl. WO 99/32475, July 1, 1999
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After the completion of this work, a similar approach to compound 10 was published in the patent literature: Ladouceur, G. H.; Connell, R. D.; Baryza, J.; Campbell, A.; Lease, T. G.; Cook, J. H. PCT Int. Appl. WO 99/32475, July 1, 1999.
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Ladouceur, G.H.1
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3
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4
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4243102131
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note
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Acylations in THF showed addition of the acyl group on multiple positions of the pyridine ring as well as significant proton quenching.
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5
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0001798464
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7
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0032541271
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8
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4243117908
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note
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(b) Methyl or methoxy-CBS-oxazaborolidine ligands provided 2-42% ee.
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9
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4243143258
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Aldrich Chemical Co.
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Aldrich Chemical Co.
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10
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(a) Simpson, P.; Tschaen, D.; Verhoeven, T. R. Synth. Commun. 1991, 21, 1705-1714.
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12
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0030959439
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This material is available in bulk quantities from Callery Chemical Co. It is produced from the more readily avilable 80% ee pinene. An economic method of preparation has been described from the Merck laboratories: Zhao, M; King, A. O.; Larsen, R. D.; Verhoeven, T. R.; Reider, P. J. Tetrahedron Lett., 1997, 38, 2641-2644.
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15
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4243106590
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note
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First crop: 41% recovery, 97.2% ee; second crop: 29% recovery, 92% ee.
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16
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0037604414
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Patel, R. N., Ed.; Marcel Dekker: New York
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D'Arrigo, P.; Pedrocchi-Fantoni, G.; Servi, S. In Stereoselective Biocatalysis; Patel, R. N., Ed.; Marcel Dekker: New York, 2000; pp 365-396.
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4243093168
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Stereoselective Microbial Reduction for the Preparation of 1-(4-Fluorophenyl)-3(R)-[3(S)-hydroxy-3-(4-fluorophenyl)-propyl]-4(S) -(4-hydroxyphenyl)-2-azetidinone. U.S. Patent 6,133,001, 2000
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Homann, M. J.; Previte, E. Stereoselective Microbial Reduction for the Preparation of 1-(4-Fluorophenyl)-3(R)-[3(S)-hydroxy-3-(4-fluorophenyl)-propyl)] -4(S)-(4-hydroxyphenyl)-2-azetidinone. U.S. Patent 6,133,001, 2000.
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Homann, M.J.1
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0032481065
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21
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4243056489
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note
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1 has high solubility in both basic and acidic aqueous media but can be recovered with reasonable efficiency near neutral pH as the zwitterion.
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22
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4243090946
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PCT Int. Appl. WO98/21184, May 22, 1998
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DeVries, K. M.; Dow, R. L.; Wright, S. W. PCT Int. Appl. WO98/21184, May 22, 1998.
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DeVries, K.M.1
Dow, R.L.2
Wright, S.W.3
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