Prins‐Type Cyclization Reactions in Natural Product Synthesis

Abstract

Abstract Prins‐type cyclization reactions proceed through the intramolecular addition of a π‐nucleophile to an oxocarbenium ion or related species to generate a ring through carbon–carbon bond formation, often with excellent and predictable stereocontrol. The widespread presence of naturally occurring oxygen‐containing heterocycles has made these reactions exceedingly valuable for total synthesis efforts. This microreview covers several common variations of Prins‐type cyclizations and highlights their applicability to the total synthesis of natural products and analogs.