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https://hdl.handle.net/10316/5767
Title: | Highly selective lipase-mediated discrimination of diastereomeric 5,6-epoxysteroids | Authors: | Silva, M. Manuel Cruz Riva, Sergio Melo, M. Luísa Sá e |
Issue Date: | 2004 | Citation: | Tetrahedron: Asymmetry. 15:7 (2004) 1173-1179 | Abstract: | Stereoisomerically pure 3[beta]-hydroxy-5,6-epoxysteroids were obtained by combining selective chemical methods for [alpha]- and [beta]-epoxidation of [Delta]5-unsaturated steroids with enzymatic stereoselective esterification of the 3[beta]-hydroxyl group. 5[beta],6[beta]-Epoxy-3[beta]-hydroxysteroids were efficiently acylated by Novozym 435 and lipase AK, whereas 5[alpha],6[alpha]-epoxy-3[beta]-hydroxysteroids were good substrates for Candida rugosa lipase. Mild enzymatic deacylation of the 3[beta]-acetoxy group in the presence of the epoxy functionality was also accomplished by C. rugosa lipase-mediated hydrolysis. | URI: | https://hdl.handle.net/10316/5767 | DOI: | 10.1016/j.tetasy.2004.02.010 | Rights: | openAccess |
Appears in Collections: | FFUC- Artigos em Revistas Internacionais |
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