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Grubbs cross-metathesis pathway for a scalable synthesis of γ-keto-α,β-unsaturated esters.

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.

SUBMITTER: Nair RN

PROVIDER: S-EPMC3985456 | biostudies-literature |

REPOSITORIES: biostudies-literature

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