Abstract Crotylboration of vic-diketoamides and vic-diketo esters was achieved with high diastereoselectivity and complementary regioselectivity. Whereas (E)-crotylboration of α, β- diketoamides resulted in high yields (91–99%) of β-crotylated products obtained as a single diastereomer (anti), Lewis acid promoted crotylboration of α, β-diketo esters yielded the α- crotylated species with the anti product as main diastereomer.
[Jacobine, Alexander M.; Puchlopek, Angela L.A.; Zercher, Charles K.; Briggs, Jon B.; Jasinski, Jerry P.; Butcher, Raymond J. Tetrahedron, 2012 , vol. 68, # 38 p. 7799 - 7805]
