854001-09-5Relevant articles and documents
Photo-Organocatalytic Enantioselective Radical Cascade Reactions of Unactivated Olefins
Bonilla, Pablo,Rey, Yannick P.,Holden, Catherine M.,Melchiorre, Paolo
supporting information, p. 12819 - 12823 (2018/09/20)
Radical cascade processes are invaluable for their ability to rapidly construct complex chiral molecules from simple substrates. However, implementing catalytic asymmetric variants is difficult. Reported herein is a visible-light-mediated organocatalytic strategy that exploits the excited-state reactivity of chiral iminium ions to trigger radical cascade reactions with high enantioselectivity. By combining two sequential radical-based bond-forming events, the method converts unactivated olefins and α,β-unsaturated aldehydes into chiral adducts in a single step. The implementation of an asymmetric three-component radical cascade further demonstrates the complexity-generating power of this photochemical strategy.