Abstract
Deprotonation of N-benzyl-3-phenylselenylpyrrol-2(5 H)-one 3 and furan-2(5 H)-one 4 and reaction with aldehydes affords regioselectively 5-(1′-hydroxy)-γ-butyrolactones and the aza-analogous butyrolactams with good diastereoisomeric excesses. The presence of Lewis acids enhances the diastereoisomeric ratios. This methodology is an alternative to Lewis acid mediated silyloxydiene condensation.
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