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Synthesis of Carbohydrate Derived α-Methylene-γ-lactones by Diasterecseldctive, Low Temperature Reformatsky-Type Reactions

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Csuk, R., Fürstner, A., Sterk, H., & Weidmann, H. (1986). Synthesis of Carbohydrate Derived α-Methylene-γ-lactones by Diasterecseldctive, Low Temperature Reformatsky-Type Reactions. Journal of Carbohydrate Chemistry, 5(3), 459-467. doi:10.1080/07328308608058849.


Cite as: https://hdl.handle.net/11858/00-001M-0000-000F-F18E-B
Abstract
Hexopyranoside- and hexofuranose uloses with either ethyl 2-(branamethyl)acrylate in the presence of laminar Zn/Ag-graphite or ethyl 2-(trimethylsilylinethyl)acrylate/tetra-n-butylanrnonium fluoride undergo stereoselective branching, mainly with formation of spiro α-methylene-γ-lactones.