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Synthesis and lipase-mediated stereoselective deacetylation of (+/-)-3-acetoxymethyl-3-alkyl-7-methoxychroman-4-ones
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UNSPECIFIED (2001) Synthesis and lipase-mediated stereoselective deacetylation of (+/-)-3-acetoxymethyl-3-alkyl-7-methoxychroman-4-ones. TETRAHEDRON, 57 (34). pp. 7395-7402. ISSN 0040-4020.
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Abstract
Six (+/-)-3-acetoxymethyl-3-alkyl-7-methoxychroman-4-ones have been synthesized in four steps starting with the coupling of resorcinol with corresponding aliphatic acid leading to the formation of 2,4-dihydroxyphenyl alkyl ketones, which upon monomethylation and hydroxymethylation, followed by acetylation afforded the racemic acetoxymethylated compounds in 17-30% overall yields. Candida rugosa lipase-catalyzed deacetylation of (+/-)-3-acetoxymethylchromanones in diisopropyl ether exhibited fairly moderate enantioselectivity. (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: | TETRAHEDRON | ||||
Publisher: | PERGAMON-ELSEVIER SCIENCE LTD | ||||
ISSN: | 0040-4020 | ||||
Official Date: | 20 August 2001 | ||||
Dates: |
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Volume: | 57 | ||||
Number: | 34 | ||||
Number of Pages: | 8 | ||||
Page Range: | pp. 7395-7402 | ||||
Publication Status: | Published |
Data sourced from Thomson Reuters' Web of Knowledge
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