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Novel lipase-catalysed enantioselective deacetylation of (+/-)-5-acetoxy-3-(4-fluorophenyl)-2-phenylisoxazolidine
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UNSPECIFIED (2001) Novel lipase-catalysed enantioselective deacetylation of (+/-)-5-acetoxy-3-(4-fluorophenyl)-2-phenylisoxazolidine. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 11 (16). pp. 2117-2121. ISSN 0960-894X.
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Abstract
(+/-)-5-Acetoxy-3-(4-fluorophenyl)-2-phenylisoxazolidine has been synthesised by a highly diastereoselective [3+2] cycloaddition reaction between alpha-(4-fluorophenyl)-N-phenylnitrone and vinyl acetate in good yield. Candida rugosa lipase catalyses the deacetylation of this (+/-)-5-acetoxyisoxazolidine in a highly enantioselective fashion in diisopropyl ether containing n-butanol affording (-)-5-acetoxy-3-(4-fluorophenyl)-2-phenylisoxazolidine in 43% yield and > 99% cc. (C) 2001 Elsevier Science Ltd. All rights reserved.
Item Type: | Journal Article | ||||
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Subjects: | Q Science > QD Chemistry | ||||
Journal or Publication Title: | BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | ||||
Publisher: | PERGAMON-ELSEVIER SCIENCE LTD | ||||
ISSN: | 0960-894X | ||||
Official Date: | 20 August 2001 | ||||
Dates: |
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Volume: | 11 | ||||
Number: | 16 | ||||
Number of Pages: | 5 | ||||
Page Range: | pp. 2117-2121 | ||||
Publication Status: | Published |
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