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ChemInform Abstract: Enantiodivergent Synthesis of the Key Intermediate for Aphanorphine by Chemoenzymatic Process.
First published: March 12, 1996
Abstract
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ChemInform Abstract
The synthesis of the key intermediate (R)-(V) of aphanorphine (VI) is achieved via enzymatic hydrolysis of the prochiral malonate (II) and selective reduction of the resulting acid ester (III). BH3×SMe2- mediated reduction of (III) followed by methylation gives the (S)- configurated alcohol (IV) which can be transformed into the enantiomeric intermediate (S)-(V).
