Secondary Phosphine Sulfide‐Enabled Iridium‐Catalyzed Asymmetric Allylic Substitution

Abstract

An iridium-catalyzed asymmetric synthesis of branched allylic phosphine compounds under mild conditions is reported. Products bearing various functional groups can be synthesized with excellent stereoselectivity (up to 99.9 % ee) and regioselectivity. The employment of phosphine sulfides with relatively low deactivation capacity against metal catalysts is crucial for the success of this reaction.

Organocatalytic Diastereoselective (4 + 1) Cycloaddition of o-Hydroxyphenyl-Substituted Secondary Phosphine Oxides

“…Secondary phosphine oxides (SPOs) are stable and low-toxicity organophosphorus reagents, which play an important role in the construction of C–P bonds. − In recent years, cyclizations and cycloadditions of SPOs have become useful strategies for the synthesis of structurally diverse phosphorus-containing benzo five-membered heterocycles (Scheme ). − Among these reactions, intramolecular cyclizations , and intermolecular (3 + 2) cycloadditions of SPOs , have been well established (Scheme a,b).…”