催化不对称 Roskamp 反应：α-烷基-α-重氮酯与芳香醛的反应：α-烷基-β-酮酯的高对映选择性合成。
Catalytic asymmetric Roskamp reaction of alpha-alkyl-alpha-diazoesters with aromatic aldehydes: highly enantioselective synthesis of alpha-alkyl-beta-keto esters.
机构信息
Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, PR China.
出版信息
J Am Chem Soc. 2010 Jun 30;132(25):8532-3. doi: 10.1021/ja102832f.
The first catalytic enantioselective Roskamp reaction of alpha-alkyl-alpha-diazoesters with aromatic aldehydes was realized using a simple chiral N,N'-dioxide-scandium(III) complex. Remarkably, with 0.05 mol % catalyst, the reaction was performed well over a series of substrates, giving the desired products chemoselectively in excellent yields (up to 99%) and enantioselectivities (up to 98% ee) under mild conditions. This protocol provides a promising method for the synthesis of chiral alpha-alkyl-beta-keto esters and 1,3-diols.
首次实现了手性 N,N'-二氧化物-钪（III）配合物催化的α-烷基-α-重氮酯与芳香醛的首例 Roskamp 反应的对映选择性。值得注意的是，在 0.05mol%催化剂的用量下，该反应在一系列底物中表现良好，在温和条件下以优异的收率（高达 99%）和对映选择性（高达 98%ee）选择性地得到了目标产物。该方法为手性α-烷基-β-酮酯和 1,3-二醇的合成提供了一种很有前途的方法。
Zotero 插件