Enzyme-catalyzed resolution of 3, 8-dioxatricyclo [3.2. 1.0 2, 4] octane-6-carboxylic esters and the application to the synthesis of 3-epishikimic acid

M Hamada, Y Inami, Y Nagai, T Higashi, M Shoji…

文献索引：Hamada, Manabu; Inami, Yoshikazu; Nagai, Yasuhito; Higashi, Toshinori; Shoji, Mitsuru; Ogawa, Seiichiro; Umezawa, Kazuo; Sugai, Takeshi Tetrahedron Asymmetry, 2009 , vol. 20, # 18 p. 2105 - 2111

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被引用次数: 7

摘要

3, 8-Dioxatricyclo [3.2. 1.02, 4] octane-6-carboxylic acid, whose racemic form is readily available on a large scale, is a versatile starting material for the synthesis of carbasugars and carbocyclic biologically active natural products. In this study, the enzyme-catalyzed kinetic resolution was attempted on a variety of corresponding carboxylic esters. The hydrophobic and hydrophilic properties of ester substituents greatly affected the rate of ...