SYNTHÈSES D'ACIDES AMINÉS CYCLIQUES À PARTIR DE DÉRIVÉS DE L'ACIDE ADIPIQUE

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Abstract
The Dieckmann reaction has been reinvestigated in view of obtaining alkyl-substituted cyclopentanones. Control of the reaction during alkylation now permits either the opening of the cyclopentane ring to give, without the isolation of intermediates, substituted adipic esters in excellent yields or normal substitution on the ring.Methyl- and allyl-substituted cyclopentanones were obtained from the corresponding Dieckmann esters or from the substituted adipic acids. These ketones were transformed by the Strecker method into their corresponding spirohydantoins. In both cases, two diastereo-isomers were isolated and studied.1-Amino-2-methyl-cyclopentanecarboxylic acid and 1-amino-2-allyl-cyclopentanecarboxylic acid were prepared in good yields from the spirohydantoins and characterized.