New zinc(II)-based catalyst for asymmetric azomethine ylide cycloaddition reactions
ORGANIC LETTERS, vol.8, no.21, pp.4687-4690, 2006 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: 8 Issue: 21
- Publication Date: 2006
- Doi Number: 10.1021/ol061521f
- Journal Name: ORGANIC LETTERS
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Page Numbers: pp.4687-4690
- Middle East Technical University Affiliated: Yes
Abstract
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.