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 18-may-2024