Cu(I)-Catalyzed Asymmetric Mannich Reaction of Glycine Schiff Bases to Ketimines

A copper-catalyzed asymmetric Mannich reaction between glycine Schiff bases and ketimines has been developed. This method afforded 2-oxindole-based chiral syn-α,β-diamino acid derivatives in high yields (89–99%) with good to excellent diastereoselectivities (≤98:2 dr) and excellent enantioselectivit...

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Veröffentlicht in:Journal of organic chemistry 2019-09, Vol.84 (18), p.11639-11648
Hauptverfasser: Fan, Ying, Lu, Jian, Sha, Feng, Li, Qiong, Wu, Xin-Yan
Format: Artikel
Sprache:eng
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Zusammenfassung:A copper-catalyzed asymmetric Mannich reaction between glycine Schiff bases and ketimines has been developed. This method afforded 2-oxindole-based chiral syn-α,β-diamino acid derivatives in high yields (89–99%) with good to excellent diastereoselectivities (≤98:2 dr) and excellent enantioselectivities (95–99% ee).
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b01566