Facile Synthesis of δ-Amino-β-ketoesters and Piperidinediones via a Vinylogous Mannich-Type Reaction of Brassard-Type Diene with Aldimines without Catalyst

被引：5
|
作者：
Gu, Chun-Ling [1 ]
Liu, Li [1 ]
Wang, Dong [1 ]
Chen, Yong-Jun [1 ]
机构：
[1] Chinese Acad Sci, Inst Chem, BNLMS, Biol Chem Lab, Beijing 100080, Peoples R China
来源：
SYNTHETIC COMMUNICATIONS | 2009年 / 39卷 / 16期
基金：
中国国家自然科学基金;
关键词：
Catalyst-free; one-pot process; piperidinedione; vinylogous Mannich; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC-SYNTHESIS; FORMAL SYNTHESIS; ALKALOIDS; CYCLOADDITION; GLUTARIMIDES; INHIBITOR; ACID;
D O I：
10.1080/00397910902730846
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The vinylogous Mannich reaction of N-tosyl-aldimines with Brassard diene proceeds at room temperature under catalyst-free conditions smoothly to give gamma-amino-beta-ketoesters (4b-l) in good to excellent yields, which are easily converted to piperidinediones at higher temperature. The two-step reactions could be combined in a one-pot process with toluene as a solvent and without the use of any catalyst for direct synthesis of piperidinediones (5).
引用
收藏
页码：2989 / 3002
页数：14
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