Computational study on the Rh-catalyzed chemodivergent oxidative
annulation of benzamides and enynes
Abstract
The mechanisms of Cp*Rh(OAc)2-catalyzed coupling reaction of
N-methoxybenzamide with alkyl-terminated enyne have been investigated by
density functional theory (DFT) calculations. With the addition of NaOAc
and changing solvent, the product transforms from lactam P1 in reaction
A to iminolactone P2 in reaction B, due to the formed stable OAc-
coordinated intermediate. The electronic effect and steric effect
account for the observed regioselectivity in reaction B collectively.
