LAUSR

The selective deuteration of α-alkyl olefins is challenging due to their polymerization tendency and limited catalytic options. Herein, we report the B(C6F5)3-catalyzed deuteration of terminal olefins using D2O as the deuterium source. This approach efficiently achieves hydrogen-deuterium exchange via carbocation intermediates, demonstrating broad substrate scope, including α-methylstyrenes, internal alkenes, heterocycles, and natural product derivatives, with high deuterium incorporation and functional group tolerance. Additionally, optimized conditions enable the synthesis of fully deuterated oligomeric products, highlighting the method's versatility.