Diastereoselective Synthesis of Highly Functionalized Proline Derivatives

Abstract

An efficient way to access highly functionalized proline derivatives was developed based on a Cu(I)-catalyzed reaction between CF3-substituted allenynes and tosylazide, which involved a cascade of [3 + 2]-cycloaddition/ketenimine and a rearrangement/Alder-ene cyclization to afford the new proline framework with a high diastereoselectivity.

Keywords

• 1,6-allenynes
• cycloaddition
• alder-ene reaction
• catalysis
• prolines
• 1,2,3-triazoles