Tetrahedron letters

Improved synthesis of trans-4-alkylcyclohexane carboxylic acids

AA Bazurin, SV Krasnikov, TA Obuchova, AS Danilova…

Index: Bazurin, Alexey A.; Krasnikov, Sergey V.; Obuchova, Tatiana A.; Danilova, Angelina S.; Balakin, Konstantin V. Tetrahedron Letters, 2004 , vol. 45, # 35 p. 6669 - 6672

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Citation Number: 4

Abstract

Several stereomerically pure amino acid derivatives containing the N-terminal trans-4- alkylcyclohexanoyl fragment were obtained. Hydrogenation of 4-alkylbenzoic acids in the presence of a special Ru–Ni/C catalytic system and isomerization of the resulting mixture of trans-and cis-isomers of 4-alkylcyclohexanecarboxylic acids were used as the key steps. The stereomeric configuration of all compounds was confirmed by 1H NMR spectroscopy. ...