Zinc-Catalyzed Enantioselective [3+2] Cycloaddition of Azomethine Ylides Using Planar Chiral [2.2]Paracyclophane-Imidazoline N,O-ligands

Autor: Patrick Guiry, VIVEK KUMAR SUNDARAVEL
Rok vydání: 2022
Předmět:
Zdroj: Angewandte Chemie (International ed. in English). 61(33)
ISSN: 1521-3773
Popis: We present a facile synthetic route toward a novel series of imidazolinyl-[2.2]paracyclophanol (UCD-Imphanol) ligands possessing central and planar chirality. Both sets of diastereomeric ligands were successfully purified by column chromatography. The preliminary application of this family of ligands showed excellent activities in the asymmetric Zn-catalyzed azomethine ylide cycloaddition. Enantioenriched pyrrolidines, in a substrate scope of 20 examples, were accessed in high levels of endo/exo ratios (up to99/1) and enantioselectivities (up to99 % ee) with excellent yields (up to 99 %) by using (S,S,S
Databáze: OpenAIRE