Stereoselective Sc(OTf) -Catalyzed Aldol Reactions of Disubstituted Silyl Enol Ethers of Aldehydes with Acetals.

Angew Chem Int Ed Engl

Schulich Faculty of Chemistry, Technion-, Israel Institute of Technology, Technion City, Haifa, 3200009, Israel.

Published: June 2021

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.

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Source
http://dx.doi.org/10.1002/anie.202101634DOI Listing

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