Highly enantioselective enzymatic resolution of cis-fused octalols mediated by Candida antarctica lipase (Novozym 435) |
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| Institution: | 1. Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México (UNAM), Circuito Exterior S/N, Cd. Universitaria, C.P. 04510 México, D.F., Mexico;2. Instituto de Investigaciones en Materiales, Unidad Morelia, Universidad Nacional Autónoma de México, Campus Morelia UNAM, Antigua Carretera a Pátzcuaro No. 8701, Col. Ex-Hacienda de San José de la Huerta, C.P. 58190 Morelia, Michoacán, Mexico;1. Department of Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand;2. Natural Product Research Center of Excellence, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand;3. Faculty of Oriental Medicine, Rangsit University, Muang, Pathumthani 12000, Thailand;4. Department of Microbiology, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand;1. N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, 9 Ac. Lavrentiev Avenue, Novosibirsk 630090, Russia;2. National Research University – Novosibirsk State University, Novosibirsk 630090, Russia;3. Institute of Chemical Biology & Fundamental Medicine, 8 Ac. Lavrentiev Avenue, Novosibirsk 630090, Russia;1. Graduate School of Life Sciences, Ritsumeikan University, Kusatsu, Shiga 525-8577, Japan;2. Nagahama Institute of Bio-Science and Technology, Nagahama, Shiga 526-0829, Japan |
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| Abstract: | Optically active cis-fused octalin acetates have been prepared by esterification of cis-fused octalols using Candida antarctica lipase (CALB—Novozym 435). The enzyme efficiently resolved the racemic octalols by kinetic resolution, to afford cis-fused octalols and cis-fused octalin acetates with high enantiomeric excesses (up to >99%) and good yields (>40%). |
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