Lipase-catalyzed resolution of 1,3-dioxolane derivatives: synthesis of a homochiral intermediate for antifungal agents

Title
Lipase-catalyzed resolution of 1,3-dioxolane derivatives: synthesis of a homochiral intermediate for antifungal agents
Authors
김영희정찬성이소하전숙진김관수조현성
Keywords
lipase; resolution; dioxolane; antifungal agent
Issue Date
2002-12
Publisher
Tetrahedron Asymmetry
Citation
VOL 13, 2501-2508
Abstract
Dioxolane alcohol (±)-1 and the corresponding acid (±)-2 were kinetically resolved into their respective enantiomers by lipase-catalyzed hydrolysis and esterification reactions. Various alcohols were tested to resolve the acid (±)-2, and the desired (2R,4R)-isomer of the acid was obtained with >96% ee as the best result. Halogenated solvents such as methylene chloride and 1,2-dichloroethane were found to raise the reactivity and selectivity of the system. After recrystallization, the purity of the desired (2R,4R)-acid could be increased to over 98% ee. © 2002 Elsevier Science Ltd. All rights reserved.
URI
http://pubs.kist.re.kr/handle/201004/15938
ISSN
0957-4166
Appears in Collections:
KIST Publication > Article
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