One-pot transformation of p-toluenesulfonates of 2,3-epoxy alcohols into allyic alcohols

Add time:08/04/2019    Source:sciencedirect.com

A convenient and efficient method for the synthesis of synthetically useful non-racemic allylic alcohols from 4-methylbenzenesulfonates of non-racemic 2,3-epoxy alcohols is described. Satisfactory yields are obtained by treatment of 4-methylbenzenesulfonates of non-racemic 2,3-epoxy alcohols with potassium iodide followed by zinc powder and ammonium chloride in a one-pot manner. The method has been successfully applied to the synthesis of a key building block of C30C37 botryococcenes.

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