The lithium enolate (1) of benzyl β-phenyldimethylsilylbutanoate reacts with β-phenyldimethylsilylpropionaldehyde (2) to give, with high diastereoselectivity, the aldol product (3), which is converted into the β-lactam (7), a known precursor of thienamycin.
I. Fleming and J. D. Kilburn, J. Chem. Soc., Chem. Commun., 1986, 1198 DOI: 10.1039/C39860001198
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