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Relevant academic research and scientific papers

Stereoselective Synthesis of β-Alkoxy- and β-Alkylthio-Acrylic Esters and Amides from β-Tosylacrylic Derivatives

A simple and stereoselective synthesis of β-alkoxy- and β-alkylthio-acrylic esters and amides (8) by nucleophilic vinylic substitution of the tosyl group by sodium alcoholates and thiolates of (E)-β-tosylacrylic derivatives (7), prepared by iodosulfonylation-dehydroiodination of acrylic compounds, is described.This methodology is applied to the synthesis of sinharine (8eh) a natural antifungal isolated from glycosmis cyanocarpa.

Process for producing glutaconic acid derivatives

A useful intermediate, glutaconic acid ester derivative (III), is prepared by Michael-type condensation of thiazoleacetic acid derivative (I) with alkoxyacrylic acid derivative (II) in the presence of base. STR1 (wherein, R is amino or protected amino; R1 is an ester forming group; R2 is hydrogen, cyano, or esterified carboxy; R3 is hydrogen, cyano, or esterified carboxy; and R4 is lower alkyl or aralkyl).