钪（三氟甲磺酸盐）催化的醛的二取代甲硅烷基烯醇醚与缩醛的立体选择性羟醛反应
Stereoselective Sc(OTf) -Catalyzed Aldol Reactions of Disubstituted Silyl Enol Ethers of Aldehydes with Acetals.
作者信息
Wang Peter-Yong, Massad Itai, Marek Ilan
机构信息
Schulich Faculty of Chemistry, Technion-, Israel Institute of Technology, Technion City, Haifa, 3200009, Israel.
出版信息
Angew Chem Int Ed Engl. 2021 Jun 1;60(23):12765-12769. doi: 10.1002/anie.202101634. Epub 2021 May 6.
PMID:33779017
Abstract
Facile and modular access to stereodefined disubstituted aldehyde-derived silyl enol ethers allowed their successful application in a stereoselective aldol reaction affording the products with excellent yields and diastereomeric ratios. The counter-intuitive stereochemical behavior of this Mukaiyama-aldol reaction is accounted for by a non-classical open transition state.
摘要
简便且模块化地获得立体定向的二取代醛衍生的硅基烯醇醚，使其能够成功应用于立体选择性羟醛缩合反应，以优异的产率和非对映体比例得到产物。这种木山羟醛缩合反应违反直觉的立体化学行为可由非经典的开放过渡态来解释。
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