Enantiomerically Pure β??Amino Acids: A Convenient Access to Both Enantiomers of trans??2??Aminocyclohexanecarboxylic Acid

A Berkessel, K Glaubitz, J Lex

Index: Berkessel, Albrecht; Glaubitz, Katja; Lex, Johann European Journal of Organic Chemistry, 2002 , # 17 p. 2948 - 2952

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Citation Number: 25

Abstract

Abstract Enantiomerically pure trans-2-aminocyclohexanecarboxylic acid is an important building block for helical β-peptides. We report here that this amino acid can be obtained from trans-cyclohexane-1, 2-dicarboxylic acid in good yield by a simple one-pot procedure comprising cyclization to the anhydride, amide formation with ammonia, and a subsequent Hofmann-type degradation with phenyliodine (III) bis (trifluoroacetate)(PIFA) as the ...