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Herein, we describe two practical methods to synthesize β,γ-unsaturated α-keto esters directly from aldehydes and pyruvates promoted by BF3•Et2O in the presence of Ac2O or by Ti(OEt)4 under mild conditions.… Click to show full abstract
Herein, we describe two practical methods to synthesize β,γ-unsaturated α-keto esters directly from aldehydes and pyruvates promoted by BF3•Et2O in the presence of Ac2O or by Ti(OEt)4 under mild conditions. A variety of aromatic aldehydes was tolerated to afford the desired products in moderate to excellent yield. Moreover, aliphatic aldehydes and Isatin were also employed to give the γ-alkyl β,γ-unsaturated α-keto esters in moderate yield with use of the Ti(OEt)4 system.
Keywords:
synthesis unsaturated;
aldehydes pyruvates;
unsaturated keto;
keto esters;
direct synthesis
Journal Title: Synlett
Year Published: 2019
Link to full text (if available)
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Journal Title: Synlett
Year Published: 2019
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!