Title
Concise Synthesis of N-Boc-2,3-methanoproline Methyl Ester
Document Type
Article
Publication Date
4-20-2016
Abstract
Conformational rigidification through the incoporation of bicyclic ring systems constitutes a useful strategy for elucidating structure/function relationships. A two-step synthesis of a fully protected proline derivative, N-Boc-2,3-methanoproline methyl ester, has been accomplished via an intramolecular ring-closing reaction. The racemic product was readily separated using chiral supercritical fluid chromatography. Additional studies using diastereo- and enantiopure reactants were conducted to establish the stereospecificity of this approach, thereby providing insight into the underlying reaction mechanism.
Faculty Mentor
Mark Mitton-Fry
Recommended Citation
Landgraf, Alexander, "Concise Synthesis of N-Boc-2,3-methanoproline Methyl Ester" (2016). Student Symposium. 31.
http://digitalcommons.owu.edu/student-symposium/31
This document is currently not available here.