Grubbs cross-metathesis pathway for a scalable synthesis of gamma-keto-alpha,beta-unsaturated esters

Academic Article
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publication date

  • 2014

abstract

  • A direct and scalable route to γ-keto-α,β-unsaturated esters, useful intermediates in medicinal chemistry and natural products synthesis, is reported. The key step involves the use of Grubbs' second-generation olefin metathesis catalyst for cross-metathesis of alkyl acrylates and 2° allylic alcohols. The metathesis step is followed by oxidation to give the desired products in high yield on scales of up to 25 g.