Stereocontrolled enantiospecific synthesis of anticapsin: revision of the configuration

JE Baldwin, RM Adlington, MB Mitchell

Index: Baldwin; Adlington; Mitchell Journal of the Chemical Society - Series Chemical Communications, 1993 , # 17 p. 1332 - 1335

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Citation Number: 13

Abstract

A stereocontrolled enantiospecific synthesis of anticapsin results in a revision of the C-4 configuration to that in structure 3; the carbonyl group of anticapsin has also been observed to show a high propensity for hydration and enolisation. ... Anticapsin, a non-proteinogenic amino acid obtained from culture filtrates of Bacillus subtilisl and Streptomyces griseo- planus,2 was assigned structure 1, and is a component of the dipeptide bacilysinl 2. The absolute configuration of the ...

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