Borane promoted aryl transfer reaction for the synthesis of α-aryl functionalised β-hydroxy and β-keto esters

The synthesis of a series of alpha-aryl or alpha-alkyl functionalised beta-hydroxy and beta-keto esters has been achieved by reacting alpha-diazoesters with boranes, and aldehydes, ketones, anhydrides, nitriles, esters or isocyanates. In a mild reaction protocol, 26 examples are presented in yields up to 73%.

Automated summary

A series of alpha-aryl or alpha-alkyl functionalised beta-hydroxy and beta-keto esters were successfully synthesized by reacting alpha-diazoesters with boranes, and aldehydes, ketones, anhydrides, nitriles, esters or isocyanates. The mild reaction protocol yielded 26 examples with up to 73% yield.