On the kinetic resolution of sterically hindered myo-inositol derivatives in organic media by lipases

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• 作者：Evelin A. Manoel^a ; Karla C. Pais^c ; Aline G. Cunha^b ; Maria Alice Z. Coelho^a ; Denise M.G. Freire^b ; Alessandro B.C. Simas^c ; ^{abcsimas@nppn.ufrj.br}
• 刊名：Tetrahedron ; Asymmetry
• 出版年：2012
• 期刊代码：108_09574166
• 类别：ch
• 出版时间：15 January, 2012
• 卷：23
• 期：1
• 页码：47-52
• 文件大小：500 K

摘要

Sterically hindered myo-inositol derivatives were assayed against different commercial lipases. It was found that dl-1,3,6-tri-O-benzyl-myo-inositol undergoes efficient kinetic resolutions mediated by Pseudomonas sp. lipases (PS-C, PS-IM) and CaLB (Novozym 435). Under the best conditions, the O-acylated l-enantiomorph was obtained in up to >99%ee with conversions of up to >49%. Differences in the immobilization support of the Pseudomonas sp. lipases had a marked effect on their resolution performance.