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An International Journal for Reviews and Communications in Heterocyclic ChemistryWeb Edition ISSN: 1881-0942
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October 23, 2023
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e-Journal
Abstract
Published online: 6th September, 2013
■ A Catalytic C-C Bond-Formation with Minimal Use of Protecting Groups: Construction of Functionalized Isotetronic Acid Derivatives
Yohei Shimizu,* Kouji Yasuda, and Motomu Kanai*
*Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan
Abstract
A catalytic method to construct multi-functionalized isotetronic acids was developed using cyclic hemiacetals and pyruvic acid derivatives as substrates. The key to success was the combination of catalytic amounts of iron(III) trifluoroacetate and 2-mercaptopyridine. A catalytic asymmetric variant was also developed using 6,6’-dimethoxy-binaphthyl phosphate instead of 2-mercaptopyridine.
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