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

页码：2989 / 3002

页数：14

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