New Zinc(II)-Based Catalyst for Asymmetric Azomethine Ylide Cycloaddition Reactions
Organic Letters2006Vol. 8(21), pp. 4687–4690
Citations Over TimeTop 10% of 2006 papers
Abstract
[reaction: see text] A new chiral aziridino alcohol ligand for zinc(II)-catalyzed azomethine ylide cycloadditions is described. In the presence of this catalyst, N-arylidene glycine methyl esters react with a variety of dipolarophiles to give substituted pyrrolidines in very good to excellent chemical yields and up to 95% ee. The absolute sense of asymmetric induction appears to be dipolarophile-dependent.
Related Papers
- → Solid-Phase Synthesis: Intramolecular Azomethine Ylide Cycloaddition (→Proline) and Carbanilide Cyclization (→Hydantoin) Reactions(1998)55 cited
- → Approach to the Homoerythrina Alkaloids Using a Tandem N-Alkylation/Azomethine Ylide Cycloaddition(2007)39 cited
- → Synthesis of Fused Spiropyrrolidine Oxindoles Through 1,3‐Dipolar Cycloaddition of Azomethine Ylides Prepared from Isatins and α‐Amino Acids with Heterobicyclic Alkenes(2020)20 cited
- → (3+2) Cycloaddition of Heteroaromatic N-Ylides with Sulfenes(2024)7 cited
- → The Synthesis of the Hydrogenated Thiophenes by [3+2] Cycloaddition Reaction of Thiocarbonyl Ylide(2023)1 cited