Convenient two-step conversion of lactones into cyclic ethers

…, X Verdaguer, SL Buchwald

Index: Hansen, Marcus C.; Verdaguer, Xavier; Buchwald, Stephen L. Journal of Organic Chemistry, 1998 , vol. 63, # 7 p. 2360 - 2361

Full Text: HTML

Citation Number: 25

Abstract

We recently developed a new method for the reduction of lactones that offers easy access to five-and sixmembered ring lactols using a titanocene diphenoxide (1a)/tetrabutylammonium fluoride/alumina mixture or titanocene difluoride (1b) as the catalyst; 1 polymethylhydrosiloxane (PMHS) was used as the stoichiometric reductant (Scheme 1). A variety of lactones were reduced to the corresponding lactols in good to excellent yields.