Investigation of Diketopiperazines Containing a Guanidino‐Functionalized Sidechain as Potential Catalysts of Enantioselective Strecker Reactions | Zendy

Becker Christian | Zendy; Hoben Christine | Zendy; Schollmeyer Dieter | Zendy; Scherr Günther | Zendy; Kunz Horst | Zendy

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Investigation of Diketopiperazines Containing a Guanidino‐Functionalized Sidechain as Potential Catalysts of Enantioselective Strecker Reactions

Author(s) -

Becker Christian,

Hoben Christine,

Schollmeyer Dieter,

Scherr Günther,

Kunz Horst

Publication year - 2005

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200500044

Subject(s) - chemistry , strecker amino acid synthesis , diketopiperazines , enantioselective synthesis , catalysis , phenylalanine , organic chemistry , stereochemistry , amino acid , biochemistry

Diketopiperazine 1 consisting of L ‐(γ‐guanidino‐α‐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. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

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