Hydroxyalkylation of Homoallylsulfoximines with α-Hetero Aldehydes

Significance

The titanium allylation of functionalized aldehydes led to a rapid increase in complexity of the coupled partners. The method provided highly functionalized homoallylic alcohols 3 or 6, which could be further transformed in two steps into synthetically interesting products 7-11. The chiral sulfoximine moiety completely controls the stereoselectivity of the reaction, as demonstrated by reacting the two enantiomers of 5, which gave products with the same absolute stereo­chemistry at the alcohol and R² in 6.