RT info:eu-repo/semantics/article T1 A concise route for the synthesis of tetracyclic meroterpenoids: (±)-aureol preparation and mechanistic interpretation A1 Rosales Martínez, Antonio A1 Enríquez Giraudo, María Lourdes A1 Jaraíz Maldonado, Martín A1 Pozo Morales, Laura A1 Rodríguez García, Ignacio A1 Díaz Ojeda, Emilio K1 Natural products - Synthesis K1 Productos naturales K1 Química orgánica - Síntesis K1 Aureol K1 Tetracyclic meroterpenoids AB A new concise general methodology for the synthesis of different tetracyclic meroterpenoids is reported: (±)-aureol (1), the key intermediate of this general route. The synthesis of (±)-aureol (1) was achieved in seven steps (28% overall yield) from (±)-albicanol. The key steps of this route include a C–C bond-forming reaction between (±)-albicanal and a lithiated arene unit and a rearrangement involving 1,2-hydride and 1,2-methyl shifts promoted by BF3•Et2O as activator and water as initiator. PB MDPI SN 1660-3397 YR 2020 FD 2020 LK https://uvadoc.uva.es/handle/10324/58978 UL https://uvadoc.uva.es/handle/10324/58978 LA eng NO Marine Drugs, 2020, Vol. 18, Nº. 9, 441 NO Producción Científica DS UVaDOC RD 22-nov-2024