A CONVENIENT PROCEDURE FOR ISOLATION OF ALCOHOLS AFTER CLEAVAGE OF PROTECTIVE GROUPS WITH TETRA-N-BUTYLAMMONIUM FLUORIDE

Polar alcohols obtained from their β-(trimethylsilyl) ethoxymethyl (SEM) ethers by deprotection using the tetra-n-butylammonium fluoride reagent, can be efficiently isolated after quantitative removal of the excess reagent as the insoluble tetra-n-butylammonium perchlorate salt. Standard extractive workup then gives the alcohols in high yield. The method is applicable to any reaction involving the use of tetra-n-butylammonium fluoride for the removal of protective groups. © 1990, Taylor & Francis Group, LLC. All rights reserved.