Nuevo artículo, Org. Biomol. Chem. 03.23

Gold-catalyzed endo-selective cyclization of alkynylcyclobutanecarboxamides: synthesis of cyclobutane-fused dihydropyridones

M. Soledad Garre, Guillermo G. Otárola, Estíbaliz Merino, David Sucunza, Enrique Aguilar, M. Teresa Quirós, Juan J. Vaquero* and Patricia García-García*

Org. Biomol. Chem. 2023, Advance Article
DOI: 10.1039/D3OB00051F

Cyclobutane-fused dihydropyridones can be efficiently synthesized by a completely endo-selective gold-catalyzed cyclization of alkynylcyclobutanes bearing an appended amide, which proceeds under mild conditions. The observed selectivity, which is reversed from that previously observed for the cyclization of related alcohols and acids, is supported by DFT calculations.