Proline Methanologues: Design, Synthesis, Structural Properties, and Applications in Medicinal Chemistry

Abstract

In this review, we discuss methanoprolines, which are analogues of proline that contain a bridged methylene group at different positions, which we designate herein as proline methanologues. Particular emphasis is placed on natu- rally occurring members, general methods for the stereocontrolled synthesis of different diastereoisomers, functionalized analogues, conformational and stereoelectronic features, as well as their utility as proline congeners in medicinally relevant compounds.