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Asymmetric synthesis of δ-amino acid derivatives via diastereoselective vinylogous Mannich reactions between N-tert-butanesulfinyl imines and dioxinone-derived lithium dienolate†
Xiaoliang Xu,Hongchang Tian,Xiaotong Liu,Wen Chen,Xiaodong Yang,Hongbin Zhang
RSC Advances Pub Date : 11/01/2017 00:00:00 , DOI:10.1039/C7RA10529K
Abstract

A diastereoselective vinylogous Mannich reaction between the N-tert-butanesulfinyl imines and dioxinone-derived lithium dienolate was developed. A variety of aldimines, ketimines and isatin-derived ketimines are suitable for this process. On the basis of X-ray crystallography of products, a predictive model for this transformation was provided.

Graphical abstract: Asymmetric synthesis of δ-amino acid derivatives via diastereoselective vinylogous Mannich reactions between N-tert-butanesulfinyl imines and dioxinone-derived lithium dienolate
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