Article ID Journal Published Year Pages File Type
5274079 Tetrahedron Letters 2009 4 Pages PDF
Abstract

An efficient and practical method for highly diastereoselective synthesis of 2-quaternary anti-1,3-diol units with three adjacent stereogenic carbon centers has been developed. The reactions proceed regiospecifically at room temperature via samarium diiodide-promoted tandem Aldol condensation and Evans-Tishchenko reduction. The relative stereochemistry of the resulting 1,3-diol monoesters is identified by X-ray crystallography.

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Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry