ChemInform Abstract: A New Diastereoselective Synthesis of a 1β-Methylcarbapenem Intermediate.
Abstract
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ChemInform Abstract
A new method for the synthesis of 1β-methylcarbapenem key intermediate (XII) starting from commercially available methyl (R)-3-hydroxybutyrate (I) is given. The key features in this strategy are the diastereoselective alkylation of the dianion of the β-hydroxy ester (I), Sharpless asymmetric epoxidation, and subsequent regioselective cuprate ring opening of the chiral epoxide (VIII) formed.
