BIS(TRIMETHYLSILYL) ENOL AS 1,3-DIANON EQUIVALENTS: REGIOCONTROLLED AND ANNULATION REACTIONS

Article abstract of DOI:10.1016/S0040-4039(01)80396-8

In the presence of titanium tetrachloride, 1,3-bis(trimethoxysiloxy)-1-methoxy-1,3-butadiene (1) undergoes facile <3+n> annulation reactions with 1,4 -and 1,5-dielectrophiles to generate seven- and eight-membered bicyclic ether adducts.The annulations occur in good yields (49-83percent) and are also highly regioselective for substrates containing two distinct electrophilic groups.