Highly enantioselective synthesis of tetrahydro-beta-carbolines and tetrahydro-gamma-carbolines via Pd-catalyzed intramolecular allylic alkylation.
A novel Pd-catalyzed intramolecular allylic alkylation of indoles allows THBCs and THGCs to be effectively synthesized in high yields and excellent enantiomeric excesses (ee up to 97%).
Bandini
Marco
M
Dipartimento di Chimica "G. Ciamician", Alma Mater Studiorum, Università di Bologna, via Selmi 2, 40126 Bologna, Italy. marco.bandini@unibo.it
Melloni
Alfonso
A
Piccinelli
Fabio
F
Sinisi
Riccardo
R
Tommasi
Simona
S
Umani-Ronchi
Achille
A
D000478:Alkylation; D000498:Allyl Compounds / Q000737:chemistry*; D002243:Carbolines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D010165:Palladium / Q000737:chemistry; D013237:Stereoisomerism
D000498:Allyl Compounds; D002243:Carbolines; D010165:Palladium; C009804:tryptoline