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Asymmetric Synthesis of γ-Hydroxy α,β-Unsaturated Aldehydes via Enantioselective Direct Addition of Propargyl Acetate to Aldehydes

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journal contribution
posted on 23.08.2001, 00:00 by Emad El-Sayed, Neel K. Anand, Erick M. Carreira
We report the first example of enantioselective and diastereoselective aldehyde additions of propargyl acetate to aldehydes using the methodology recently reported from our laboratories. Subsequent O-silyl protection, Pd-catalyzed isomerization, AcOH addition, and hydrolysis result in optically active γ-hydroxy α,β-unsaturated aldehydes as powerful building blocks.