Allylation of unactivated ketones by tetraallyltin accelerated by phenol. Application to asymmetric allylation using a tetraallyltin-BINOL system

摘要

The tetraallyltin-phenol system was mild and effective for allylation of unactivated ketones, giving tertiary alcohols in high yields. The asymmetric allylation was achieved by a tetraallyltin-homochiral BINOL (1,1'-bi-2-naphthol) system. The addition of methanol raised the enantioselectivity to afford the tertiary homoallylic alcohol up to 60% ee. [References: 36]