Chelation Controlled Reactions between Hydroxy- and Alkoxy-ketones and Prop-2-enyltin Trihalides

Abstract
α-Hydroxy- and α-alkoxy-ketones react with prop-2-enyltin trihalides at -78 °C in dichloromethane to give 1,1-disubstituted but-3-enols; unsubstituted ketones don't react under these conditions. Chelation control was observed for chiral hydroxy- and alkoxy-ketones.

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