Executive Summary : | The proposal presents a novel method for asymmetric unsymmetrical functionalization of multiple C-H bonds using a chiral sulfoximine directing group (DG) anchored transition-metal (TM) catalyst. This approach aims to recover and reusability of the chiral DG by sequentially executing two-fold C-H functionalizations at low and high temperatures. The proposal explores the feasibility of using cost-effective and air-stable half-sandwich Ru(II)-complexes as the TM catalyst. However, the absence of an available coordination site in the Ru(II)-18e-species may pose challenges for the asymmetric C-H insertion process when paired with a pro-chiral coupling partner. The proposed approach could lead to the production of enantioenriched complex molecules. The synthetic work plan includes a ruthenium-catalyzed asymmetric two-fold unsymmetrical C-H activation, a two-fold asymmetric C-H functionalization/double atropo-selective annulation with a sterically bulky alkyne, a sequential four-fold asymmetric C-H activation/annulation for the synthesis of [7]-heliene derivatives, and a chiral transformable sulfoximine catalyst for asymmetric two-fold C-H activation/functionalization of C(sp3)-H bonds. |