2026-04-23T00:22:11Zhttps://uvadoc.uva.es/oai/requestoai:uvadoc.uva.es:10324/589782023-03-20T20:00:28Zcom_10324_1148com_10324_931com_10324_894col_10324_1270
A concise route for the synthesis of tetracyclic meroterpenoids: (±)-aureol preparation and mechanistic interpretation
Rosales Martínez, Antonio
Enríquez Giraudo, María Lourdes
Jaraíz Maldonado, Martín
Pozo Morales, Laura
Rodríguez García, Ignacio
Díaz Ojeda, Emilio
Natural products - Synthesis
Productos naturales
Química orgánica - Síntesis
Producción Científica
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.
2023-03-20T12:01:33Z
2023-03-20T12:01:33Z
2020
info:eu-repo/semantics/article
Marine Drugs, 2020, Vol. 18, Nº. 9, 441
1660-3397
https://uvadoc.uva.es/handle/10324/58978
10.3390/md18090441
441
9
Marine Drugs
18
1660-3397
eng
https://www.mdpi.com/1660-3397/18/9/441
info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by/4.0/
© 2020 The Authors
Atribución 4.0 Internacional
MDPI
SI