Stereoselective synthesis of N,N'-diaryl-2,5-dioxopiperazines from homochiral or racemic 2-bromopropananilides

被引：13

作者：

DAngeli, F ^{[1
]}

Marchetti, P ^{[1
]}

Rondanin, R ^{[1
]}

Bertolasi, V ^{[1
]}

机构：

[1] UNIV FERRARA,DIPARTMENTO CHIM,CTR STRUTTURIST DIFFRATTOMETR,I-44100 FERRARA,ITALY

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1996年 / 61卷 / 04期

关键词：

D O I：

10.1021/jo9511051

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N,N'-Diaryl-2,5-dioxopiperazines 8 and 9, related to the amino acid alanine, are easily obtained by self-cyclocoupling of 2-bromopropananilides 7. The cis-(R,R) or cis-(S,S)/trans-(R,S) distribution is controlled, to varying extents, by starting either from a single enantiomer or racemate and by the promoter, aryl substituent, and solvent. H-1 NMR spectra of the members of six diastereomeric couples and X-ray structures of representative products are reported.

引用

页码：1252 / 1255

页数：4

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