Silyl enol ethers are versatile intermediates in organic synthesis. Because the configuration of enol silane can affect the stereochemistry of subsequent events, many regio- and stereodefined synthetic methods have been developed.However milder and more efficient methods are required, especially for acyclic ketone substrates.Highly (Z)-selective silyl enol ethers were prepared from alkyl aryl ketones or cyclic ketones and (trimethylsilyl)diazomethane by using oxazaborolidinium ion or SnCl4 as Lewis acid catalyst.

Stereoselective synthesis of (Z)-silyl enol ethers from alkyl aryl ketones and (trimethylsilyl)diazomethane catalyzed by SnCl<sub>4</sub> or oxazaborolidinium ion

248th National Meeting (2014)

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Stereoselective synthesis of (Z)-silyl enol ethers from alkyl aryl ketones and (trimethylsilyl)diazomethane catalyzed by SnCl4 or oxazaborolidinium ion

Stereoselective synthesis of (Z)-silyl enol ethers from alkyl aryl ketones and (trimethylsilyl)diazomethane catalyzed by SnCl₄ or oxazaborolidinium ion