Cyclic tautomers of tryptophan: Enantio- and diastereoselective synthesis of β-substituted and α,β-disubstituted derivatives of tryptophan

Article abstract of DOI:10.1021/jo00094a041

A method is presented for the synthesis of enantiomerically pure erythro-β-alkylated derivatives of L-tryptophan from L-tryptophan itself via the intermediacy of cyclic tryptophan tautomers. Dehydrogenation of the cyclic tryptophan tautomer 2 to 3 is achi