FURAN-BASED, PYRROLE-BASED, AND THIOPHENE-BASED SILOXYDIENES FOR SYNTHESES OF DENSELY FUNCTIONALIZED HOMOCHIRAL COMPOUNDS

This review describes the methods of preparation and use of 2-(trimeth ylsiloxy)furan, toxycarbonyl)-2-(tert-butyldimethylsiloxy)pyrrole, and certain substituted analogues and congeners, including novel 2-(tert- butyldimethylsiloxy)thiophene, to synthesize complex carbohydrates, az asugars, polyhydroxylated alkaloids, C-glycosylated alpha-amino acids, amino acids bearing quaternary chiral carbon atoms, and thiosugars. E specially emphasized is the preparation of enantiomerically pure compo unds of biological interest. Some mechanistic insights are presented.