- Domino formation of enamines--intramolecular cyclizations to 1-aminotetralins from γ-arylallene aldehydes and amines.
Domino formation of enamines--intramolecular cyclizations to 1-aminotetralins from γ-arylallene aldehydes and amines.
Organic letters (2014-10-01)
Valérian Gobé, Pascal Retailleau, Xavier Guinchard
PMID25268963
ABSTRACT
1,5-/1,6-Allenals conjugated to an aromatic ring undergo a cyclization, in the presence of an amine, that leads to tricyclic compounds including the 1-aminotetralin scaffold. This domino process combines the in situ formation of the enamine and the cyclization affording the tricyclic 1-aminotetralins in very high diastereoselectivities.