New approach to indole alkaloids based on the intramolecular Pauson-Khand reaction.
The synthesis of indoles bearing alkenyl and alkynyl moieties in different positions of the nucleus is described. These compounds are used as substrates for the intermolecular Pauson-Khand reaction leading to tetracyclic cyclopentenones with formation of additional five- to seven-membered rings. Products are related to alkaloids such as mitosenes, clausines, ergotamines, or apogeissochizines.
Pérez-Serrano
Leticia
L
Departamento de Química, Facultad de Ciencias Experimentales y de la Salud, Universidad San Pablo-CEU, Urb. Montepríncipe, Boadilla del Monte 28668-Madrid, Spain.
Domínguez
Gema
G
Pérez-Castells
Javier
J
D002384:Catalysis; D003500:Cyclization; D007202:Indicators and Reagents; D026121:Indole Alkaloids / Q000138:chemical synthesis*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular
D007202:Indicators and Reagents; D026121:Indole Alkaloids