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

被引:14
|
作者
Li, Guijun [1 ,2 ]
Xu, Xiaoliang [1 ]
Tian, Hongchang [1 ]
Liu, Xiaotong [1 ]
Chen, Wen [1 ]
Yang, Xiaodong [1 ]
Zhang, Hongbin [1 ]
机构
[1] Yunnan Univ, Sch Chem Sci & Technol, Key Lab Med Chem Nat Resource, Minist Educ, Kunming 650091, Yunnan, Peoples R China
[2] Qujing Normal Univ, Coll Chem & Environm Sci, Qujing 655011, Yunnan, Peoples R China
关键词
BETA-KETOESTERS; STEREOSELECTIVE-SYNTHESIS; HETEROCYCLIC-COMPOUNDS; ALKALOID SYNTHESIS; FORMAL SYNTHESIS; SULFINIMINES; PIPERIDINES; VINCRISTINE; CYCLIZATION; REAGENTS;
D O I
10.1039/c7ra10529k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:50822 / 50828
页数:7
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