Direct and selective functionalization of a tetrahydro-beta-carboline at position 4.
The first example of direct functionalization of a tetrahydro-beta-carboline (THBC) at position 4 is presented. Nucleophiles with various reactivity add to a transient intermediate generated in situ from this THBC. This reaction proceeds with a total control of the two created stereogenic centers.
Rannoux
Claire
C
Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, CNRS, 1 avenue de la Terrasse, 91198 Gif sur Yvette Cedex, France.
Roussi
Fanny
F
Retailleau
Pascal
P
Guéritte
Françoise
F
D002243:Carbolines / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism
D002243:Carbolines; C009804:tryptoline