Radical-Mediated Formation of Functionalized Allylic Synthons

Identifier:  TDX:4567

Handle: https://hdl.handle.net/20.500.11797/TDX4567

Authors:  Zeng, Qian

Abstract:
he Main Aim of the research work in this doctoral thesis is to design and develop new radical-mediated, stereoselective catalytic processes based on modular substrates to access amplified chemical space for allylic products with high structural complexity and post-synthelic potenlial. The thesis is outlined as follows: In Chapter 2, a dual Ni/photoredox catalyzed three-component reaction (3CR) is described for the stereoselective ormalion of elaborate allylic alcohols featuring sterically congested and funclionalized allylic scaffolds. This catalytic protocol expands the potenlial of radical-based allylic alkylalion to multi-component strategies under high regio- and stereocontrol with diverse and highly modular reagents. In Chapter 3, a user-friendly approach is described for the decarboxylative formation of allylic derivatives featuring stereodefined and complex tri- and tetra-subslituted double bonds with vinyl cyclic carbonates and amines serving as modular substrates and radical precursors, respeclively. This protocol is efficient for both polarity-mismatched and matched substrate combinations, and allows to forge a wide library of elaborate, stereodefined olefins including drug-functionalized derivatives and other advanced structures.