Synthesis of N-alkoxycarbonyl-3-substituted tetramic acids and functionalized enols via C-acylation reactions of active methylene compounds with N-hydroxysuccinimide esters of N-alkoxycarbonyl-α-amino acids

被引：26

作者：

Detsi, A

Micha-Screttas, M

Igglessi-Markopoulou, O

机构：

[1] Natl Tech Univ Athens, Dept Chem Engn, Organ Chem Lab, GR-15773 Athens, Greece

[2] Natl Hellen Res Fdn, Inst Organ & Pharmaceut Chem, Athens 11635, Greece

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 15期

关键词：

D O I：

10.1039/a801896k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The N-hydroxysuccinimide esters of N-alkoxycarbonyl-alpha-amino acids react with active methylene compounds (malonic and acyl acetic esters),under basic conditions, to produce N-alkoxycarbonyl-3-substituted tetramic acids 7-17; in the case of the N-hydroxysuccinimide ester of L-alanine, the corresponding optically active tetramic acids 15 and 16 are obtained. In addition, the C-acylation reactions of cyanoacetic esters furnishes the functionalized enols 18-23 in very good yields. Spectral data and physical characteristics for all compounds:are reported.

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页码：2443 / 2449

页数：7

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