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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2014
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th-cmuir.6653943832-56812014-08-30T03:23:18Z Chemo-enzymatic synthesis of (-)-epipentenomycin I Klomklao T. Pyne S.G. Baramee A. Skelton B.W. White A.H. 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. 2014-08-30T03:23:18Z 2014-08-30T03:23:18Z 2003 Article 09574166 10.1016/j.tetasy.2003.10.003 TASYE http://www.scopus.com/inward/record.url?eid=2-s2.0-0345059173&partnerID=40&md5=1da59e04454926469f369041bd5c341b http://cmuir.cmu.ac.th/handle/6653943832/5681 English |
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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. |
| format |
Article |
| author |
Klomklao T. Pyne S.G. Baramee A. Skelton B.W. White A.H. |
| spellingShingle |
Klomklao T. Pyne S.G. Baramee A. Skelton B.W. White A.H. Chemo-enzymatic synthesis of (-)-epipentenomycin I |
| author_facet |
Klomklao T. Pyne S.G. Baramee A. Skelton B.W. White A.H. |
| author_sort |
Klomklao T. |
| title |
Chemo-enzymatic synthesis of (-)-epipentenomycin I |
| title_short |
Chemo-enzymatic synthesis of (-)-epipentenomycin I |
| title_full |
Chemo-enzymatic synthesis of (-)-epipentenomycin I |
| title_fullStr |
Chemo-enzymatic synthesis of (-)-epipentenomycin I |
| title_full_unstemmed |
Chemo-enzymatic synthesis of (-)-epipentenomycin I |
| title_sort |
chemo-enzymatic synthesis of (-)-epipentenomycin i |
| publishDate |
2014 |
| url |
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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1681420471454662656 |