Investigation of diketopiperazines containing a guanidino-functionalized sidechain as potential catalysts of enantioselective Strecker reactions

被引:31
作者
Becker, C
Hoben, C
Schollmeyer, D
Scherr, G
Kunz, H
机构
[1] Johannes Gutenberg Univ Mainz, Inst Organ Chem, D-55128 Mainz, Germany
[2] BASF AG, Global Polymer Res Funct Intermediate Polymers Po, GKF CB1, D-67056 Ludwigshafen, Germany
关键词
Enantioselective catalysis; Strecker reaction; alpha-amino acid derivatives; diketopiperazines;
D O I
10.1002/ejoc.200500044
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diketopiperazine 1 consisting of L-(gamma-guanidino-alpha-amino)butyric acid and L-phenylalanine was synthesized as the hydroacetate and as the hydronitrate. Its structure was confirmed by X-ray analysis. In contrast to reports in the literature (Lipton et al.), compound 1 does not induce enantioselevtive catalysis of Strecker reactions. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005).
引用
收藏
页码:1497 / 1499
页数:3
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