Chemo-enzymatic synthesis of (-)-epipentenomycin I

A chemo-enzymatic synthesis of (-)-epipentenomycin I is reported using a lipase-catalysed kinetic resolution of the racemic pentacyclic alcohol 8. Flash vacuum pyroloysis of (-)-8 so obtained gave (-)-(4R)-4-hydroxy-5-methylene-2- cyclopentenone. Epoxidation of this compound with dimethyldioxirane f...

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Bibliographic Details
Main Authors: Klomklao T., Pyne S.G., Baramee A., Skelton B.W., White A.H.
Format: Article
Language:English
Published: 2014
Online Access:http://www.scopus.com/inward/record.url?eid=2-s2.0-0345059173&partnerID=40&md5=1da59e04454926469f369041bd5c341b
http://cmuir.cmu.ac.th/handle/6653943832/5681
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Institution: Chiang Mai University
Language: English
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Summary:A chemo-enzymatic synthesis of (-)-epipentenomycin I is reported using a lipase-catalysed kinetic resolution of the racemic pentacyclic alcohol 8. Flash vacuum pyroloysis of (-)-8 so obtained gave (-)-(4R)-4-hydroxy-5-methylene-2- cyclopentenone. Epoxidation of this compound with dimethyldioxirane followed by hydrolytic ring-opening of the resulting epoxide gave (-)-epipentenomycin I. © 2003 Elsevier Ltd. All rights reserved.