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DOI: 10.1055/a-2644-2089
Gold- and Platinum-Catalyzed Prins-Type [2+2+2]-cycloadditions: From Original Methods to Applications
This review presents recent advances in gold- and platinum-catalyzed [2+2+2] cyclization involving an alkyne (or an allene), an alkene, and a carbonyl compound. These transformations are referred to as Prins-type cyclization, by analogy with the classical Prins reaction, in which an alkene reacts with an oxonium species derived from a carbonyl compound. In the metal-catalyzed versions, the carbonyl engages with a metal carbene intermediate—either directly at the carbene center or at another electrophilic site within a strained ring (e.g., cyclopropane or cyclobutane)—to generate an oxonium species that reacts with an unsaturated partner to afford cyclic products. Both intra- and intermolecular variants will be discussed, along with enantioselective developments and applications toward complex molecules and natural products.
Publication History
Received: 29 May 2025
Accepted after revision: 26 June 2025
Accepted Manuscript online:
26 June 2025
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