立体专一性地合成Z-式2-烷氧羰基氨基-4-苯基-2-丁烯酸及酯

Stereoselective Synthesis of Z-2-Alkylcarbonylamino-4-phenylbut-2-enoate

通过酸、碱催化异构化不稳定的 E-异构体 ,从 β-苯乙醇出发 ,经 4步反应高度立体选择性地合成了 Z-脱氢氨基酸衍生物 ,Z-式含量可高达 99%以上。

Isomeric mixtures of Z- and E-2-alkylcarbonylamino-4-phenylbut-2-enoic acid and thier esters 6a^6cwere obtained through the condensation of α-keto acid() and corresponding ester () with carbamate. Stereoselective synthesis of Z-isomers 6a～6c][WT5BZ] has been achieved via acid-, base-catalyzed isomerization of thermodynamically less stable E-isomers with up to 99% geometric selectivity. Keyword Z-α,β-Didehydroamino acids,Stereoseletive synthesis,E→Z Isomerization, Acid catalysis, Base catalysis.