A Mesoporous‐Silica‐Immobilized Oxovanadium Cocatalyst for the Lipase‐Catalyzed Dynamic Kinetic Resolution of Racemic Alcohols

Angewandte Chemie International EditionVolume 52, Issue 13 p. 3654-3658 Communication A Mesoporous-Silica-Immobilized Oxovanadium Cocatalyst for the Lipase-Catalyzed Dynamic Kinetic Resolution of Racemic Alcohols† Dr. Masahiro Egi, Dr. Masahiro Egi School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526 (Japan)Search for more papers by this authorKoji Sugiyama, Koji Sugiyama School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526 (Japan)Search for more papers by this authorMoriaki Saneto, Moriaki Saneto School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526 (Japan)Search for more papers by this authorRyosuke Hanada, Ryosuke Hanada School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526 (Japan)Search for more papers by this authorDr. Katsuya Kato, Dr. Katsuya Kato National Institute of Advanced Industrial Science and Technology (AIST), 2266-98 Anagahora, Shimo-shidami, Moriyama-ku, Nagoya, Aichi 463-8560 (Japan)Search for more papers by this authorProf. Dr. Shuji Akai, Corresponding Author Prof. Dr. Shuji Akai akai@u-shizuoka-ken.ac.jp School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526 (Japan)School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526 (Japan)===Search for more papers by this author Dr. Masahiro Egi, Dr. Masahiro Egi School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526 (Japan)Search for more papers by this authorKoji Sugiyama, Koji Sugiyama School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526 (Japan)Search for more papers by this authorMoriaki Saneto, Moriaki Saneto School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526 (Japan)Search for more papers by this authorRyosuke Hanada, Ryosuke Hanada School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526 (Japan)Search for more papers by this authorDr. Katsuya Kato, Dr. Katsuya Kato National Institute of Advanced Industrial Science and Technology (AIST), 2266-98 Anagahora, Shimo-shidami, Moriyama-ku, Nagoya, Aichi 463-8560 (Japan)Search for more papers by this authorProf. Dr. Shuji Akai, Corresponding Author Prof. Dr. Shuji Akai akai@u-shizuoka-ken.ac.jp School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526 (Japan)School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526 (Japan)===Search for more papers by this author First published: 19 February 2013 https://doi.org/10.1002/anie.201208988Citations: 82 † We are grateful to Prof. Hironao Sajiki of Gifu Pharmaceutical University (Japan) for his useful advice in clarifying the structure of V-MPS. This work was supported by a Grant-in-Aid for Scientific Research on Innovative Areas “Organic Synthesis Based on Reaction Integration” and a Grant-in-Aid for Scientific Research (B). We acknowledge Amano Enzyme, Inc. and Roche Diagnostics K.K. for supplying the lipases, and Taiyo Kagaku Co. Ltd. and Fuji Silysia, Chemical Ltd. for providing MPS and MacroPSs. We are also grateful to Prof. Masahiro Sakata and Dr. Satoshi Mitsunobu of the University of Shizuoka (Japan) and the N.E. Chemcat Corporation for measuring ICP, and to JEOL for measuring XPS. Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat Abstract V for resolution: A new oxovanadium catalyst (V-MPS; see scheme) immobilized in the pores of mesoporous silica has been developed. The combined use of V-MPS and lipases achieved the dynamic kinetic resolution of a wide range of racemic alcohols (1 or 2) to produce optically active esters 3 in high chemical and optical yields. The paired catalysts retained high catalytic activity when reused up to six times. Citing Literature Supporting Information As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. Filename Description anie_201208988_sm_miscellaneous_information.pdf1.7 MB miscellaneous_information Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article. Volume52, Issue13March 25, 2013Pages 3654-3658 RelatedInformation