Abstract
Alkylation of the cobalt(II) complex of ethyl acetoacetate with 1-bromoadamantane affords ethyl 2-(1-adamantyl)acetoacetate, which was converted into rac-(1-adamantyl)glycine 1 and rac-2-(1-adamantyl)-2-aminoethanol 7. This was separated into enantiomers by means of vinyl acetate in the presence of Pseudomonas cepacea. Configuration R was assigned to the enantiomerically pure aminoalcohol ( R)- 7 on the basis of X-ray diffraction data. Further oxidation of N-protected aminoalcohol ( R)- 8 afforded enantiomerically pure amino acid ( R)- 1.
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