A new entry into 3-hydroxypyrrolidine derivatives from protected α-or β-amino esters

Abstract

Starting from protected glycine or β-aminopropanoic esters, acyclic 4-alkoxy-or 4-silyloxy-5-aminopent-2-enoate derivatives are conveniently prepared and subjected to condensation with aldehydes, followed by samarium diiodide reduction, to afford substituted pyrrolidine derivatives in good yields and variable stereoselectivity, which was dependent on the type (alkoxy or silyloxy) of substituted-hydroxyl group.