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The Synthesis of Diastereo- and Enantiomerically Pure β-Aminocyclopropane Carboxylic Acids.

Beumer, Raphael ; Bubert, Christian ; Cabrele, Chiara ; Vielhauer, Oliver ; Pietzsch, Markus ; Reiser, Oliver



Abstract

The synthesis of diastereo- and enantiomerically pure -aminocyclopropanecarboxylic acids (-ACCs) is described. Starting from pyrrole, (rac)-4 is readily obtained, which was kinetically resolved by enzymatic hydrolysis. Subsequent oxidation of (-)-4 and deformylation gives rise to the cis--ACC derivative (ent)-9, while (+)-10 was converted to the trans--ACC derivative 8. Both 8 and (ent)-9 and ...

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