Grubbs 交叉复分解途径用于可扩展合成 γ-酮-α,β-不饱和酯。
Grubbs cross-metathesis pathway for a scalable synthesis of γ-keto-α,β-unsaturated esters.
机构信息
Translational Research Institute and Department of Chemistry, The Scripps Research Institute , 130 Scripps Way, Jupiter, Florida 33458, United States.
出版信息
J Org Chem. 2014 Feb 7;79(3):1467-72. doi: 10.1021/jo4023606. Epub 2014 Jan 21.
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.
本文报道了一种直接且可规模化制备γ-酮-α,β-不饱和酯的方法，该类化合物是药物化学和天然产物合成中的重要中间体。该方法的关键步骤是利用 Grubbs 第二代烯烃复分解催化剂进行烷基丙烯酸盐与 2°烯丙醇的交叉复分解反应。复分解反应后，经氧化可得到目标产物，在高达 25 g 的规模下，产率均很高。
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