One-Pot Electrodeprotection and Horner-Wadsworth-Emmons Olefination of Acetals Using LiClO₄-1,3,5-Trioxane Complex

Organic synthesis frequently utilizes acetals as protecting groups for carbonyl functionality during multistep procedures. However, traditional acetal deprotection requires arduous neutralization and purification stages before the carbonyl groups can undergo further functionalization. Therefore, the direct functionalization of acetals remains highly desirable. A one-pot olefination of acetals that eliminates the need for intermediate workup processes during deprotection was developed in this study. A 1,3,5-trioxane-coordinated lithium perchlorate complex ([Li]ClO₄) facilitated both the electrodeprotection and the subsequent Horner-Wadsworth-Emmons reaction. This sequential transformation yielded α,β-unsaturated carbonyl compounds featuring a diverse array of substituent groups. Moreover, these olefination products remained viable for subsequent Michael addition reactions within the same one-pot framework.