Development of a 2-aza-Cope-[3 + 2] dipolar cycloaddition strategy for the synthesis of quaternary proline scaffolds.
A one-pot multicomponent procedure for the synthesis of highly functionalized pyrrolidine rings through a domino 2-aza-Cope-[3 + 2] dipolar cycloaddition sequence has been demonstrated. This protocol was found to be both high-yielding and stereoselective for the endo cycloadduct.
McCormack
Michael P
MP
Department of Chemistry, The University of Vermont, 82 University Place, Burlington, Vermont 05405, USA.
Shalumova
Tamila
T
Tanski
Joseph M
JM
Waters
Stephen P
SP
D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D015394:Molecular Structure; D011392:Proline / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry
D011759:Pyrrolidines; D011392:Proline