145682-65-1Relevant academic research and scientific papers
Ag-catalyzed diastereo- and enantioselective synthesis of β-substituted tryptophans from sulfonylindoles
Zheng, Bao-Hui,Ding, Chang-Hua,Hou, Xue-Long,Dai, Li-Xin
supporting information; experimental part, p. 1688 - 1691 (2010/10/02)
The asymmetric catalytic synthesis of β-substituted tryptophan derivatives was realized in high diastereo- and enantioselectivity by the reaction of glycine derivatives with sulfonylindoles in the presence of catalyst derived from AgCl and a commercially available chiral monodentate phosphoramidite ligand. The resulting adduct was readily converted to β-substituted tryptophan in 95% overall yield for two steps, which presented a highly efficient route to chiral β-substituted tryptophan.
Cyclic tautomers of tryptophan: Enantio- and diastereoselective synthesis of β-substituted and α,β-disubstituted derivatives of tryptophan
Bruncko,Crich
, p. 4239 - 4249 (2007/10/02)
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
Conformationally restricted amino acids: Diastereoselective substitution at the β-position of L-tryptophan
Bruncko, Milan,Crich, David
, p. 6251 - 6254 (2007/10/02)
Higher order cuprates add with extreme exo-facial selectivity to the chiral tetrahydropyrroloindole 3, itself prepared in enantiomerically pure form from L-tryptophan: treatment of the adducts with trifluoroacetic acid provides diastereo- and enantiomeric
