ALLYLATION OF UNACTIVATED KETONES BY TETRAALLYLTIN ACCELERATED BY PHENOL - APPLICATION TO ASYMMETRIC ALLYLATION USING A TETRAALLYLTIN-BINOLSYSTEM

The tetraallyltin-phenol system was mild and effective for allylation of unactivated ketones, giving tertiary alcohols in high yields. The a symmetric allylation was achieved by a tetraallyltin-homochiral BINOL (1,1'-bi-2-naphthol) system. The addition of methanol raised the enant ioselectivity to afford the tertiary homoallylic alcohol up to 60% ee.