A Convenient Synthesis of L-α-Vinylglycine from L-Homoserine Lactone

All articles of this category A procedure for the synthesis of L -α -vinylglycine from L-homoserine lactone is described. The route developed is convenient (only one chromatography step is required) and efficient (71%; ≥ 95% optical yield over 4 steps). Key features include the use of acid-labile protecting groups for the amino (Bod) and carboxyl (diphenylmethyl ester) groups, and the use of the phenylselenolate equivalent derived from sodium borohydride and diphenyl diselenide for L-homoserine lactone cleavage. L -α -vinylglycine - L-homoserine lactone - phenylselenolate anion - enantiocontrolled synthesis