Stereodivergent (3+2)-cycloaddition of donor-acceptor cyclopropanes and citral imines catalyzed by Yb(NTf2)3/PyBOX | Synapse
March 7, 2026
Stereodivergent (3+2)-cycloaddition of donor-acceptor cyclopropanes and citral imines catalyzed by Yb(NTf2)3/PyBOX
Key Points
The aim is to explore a new method for constructing pyrrolidines using modified natural substrates to change diastereoselectivity.
Utilized donor-acceptor cyclopropanes and citral imines in a (3+2)-cycloaddition reaction.
Implemented Yb(NTf2)3 as a catalyst along with PyBOX ligands for the reaction.
Systematically varied functional groups to switch diastereoselectivity.
Successfully achieved stereodivergent outcomes in pyrrolidine synthesis.
Demonstrated that modifying a single position on substrates affected diastereoselectivity.
Achieved high yields of the desired products in optimized reaction conditions.
Abstract
The idea of (3+2)-construction of pyrrolidines is realized on the basis of a common natural substrate modified in a single position with functional groups as switches of diastereoselectivity mode. In...