Synthesis of N-substituted 3-aminomethylidenetetramic acids

被引：28

作者：

Pirc, S ^{[1
]}

Bevk, D ^{[1
]}

Jakse, R ^{[1
]}

Recnik, S ^{[1
]}

Golic, L ^{[1
]}

Golobic, A ^{[1
]}

Meden, A ^{[1
]}

Stanovnik, B ^{[1
]}

Svete, J ^{[1
]}

机构：

[1] Univ Ljubljana, Fac Chem & Chem Technol, Ljubljana 1000, Slovenia

来源：

SYNTHESIS-STUTTGART | 2005年 / 17期

关键词：

amines; chiral pool; coupling; heterocycles; enaminones;

D O I：

10.1055/s-2005-916072

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(S)-3-(Dimethylamino)methylidene-5-benzyltetramic acid derivatives 4a and 4b were prepared in three steps from N-protected (S)-3-phenylaianines la and 1b, respectively. Similarly, N-[N-(benzyloxycarbonyl)glycyl]glycine (1c) was transformed into the enaminone 4c. Acid-catalysed coupling of enaminones 4a-c with aliphatic, aromatic, and heteroaromatic primary amines 5-34 afforded the corresponding N(Y)-substituted 3-aminomethylidene-tetramic acid derivatives 35-64 in 29-96% yields.

引用

页码：2969 / 2988

页数：20

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