255053-79-3Relevant academic research and scientific papers
A novel synthesis of chiral 1-allyl-1,2,3,4-tetrahydro-β-carboline employing allyltributyltin and chiral acyl chlorides
Itoh, Takashi,Matsuya, Y?ji,Enomoto, Yasuko,Nagata, Kazuhiro,Miyazaki, Michiko,Ohsawa, Akio
, p. 1799 - 1801 (2007/10/03)
β-Carboline was acylated at its 9-position by a chiral acyl chloride, followed by reaction with allyltributyltin and 2,2,2-trichloroethyl chloroformate to afford an 1-allyl-1, 2-dihydrocarboline derivative in a diastereoselective manner. The chiral acyl group at N-9 was readily eliminated by aqueous alkali to give carboxylic acid quantitatively without racemization on C-1 position. The formed 1-allyl-1,2-dihydro-β-carboline was transformed to 1-allyl-1,2,3,4-tetrahydro-β-carboline.
