Reductions with metal hydrides. XIV. Reduction of 2-Tetrahydropyranyl and 2-Tetrahydrofuranyl Ethers

EL Eliel, BE Nowak, RA Daignault…

Index: Eliel,E.L. et al. Journal of Organic Chemistry, 1965 , vol. 30, p. 2441 - 2447

Full Text: HTML

Citation Number: 124

Abstract

In a previous publication2 we have described the cleavage of acetals and ketals with lithium hydridealuminum chloride (“mixed hydride” 4) to give simple ethers (from acyclic ketals) or 0- or y-hydroxy ethers (from five-and six-membered cyclic ketals). We have now applied this cleavage reaction to 2-tetrahydropyranyl and 2-tetrahydrofuranyl ethers. These ethers are readily prepared by addition of alcohols to the commercially available 2, 3-dihydropyran ...