Novel metal-free Lewis acid catalysis by phosphonium salts through hypervalent interaction

M Terada, M Kouchi

Index: Terada, Masahiro; Kouchi, Mitsuhiro Tetrahedron, 2006 , vol. 62, # 2-3 p. 401 - 409

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Citation Number: 43

Abstract

Phosphonium salts as a novel metal-free Lewis acid catalyst can be considered as organocatalysts. The introduction of a five-membered dioxaphosphacycle to the phosphonium salt is critical to its function as a Lewis acid catalyst for the Diels–Alder reaction. The key to the successful catalysis by the phosphonium salt is the utilization of hypervalent bonding as a strategic interaction for the generation of an active species.