Conformationally constrained trytophan analogs, synthesis of (±)-(Z)- and (±)-(E)-2-amino-2,3-methano-3-(indol-3-yl)-propanoic acids

Article abstract of DOI:10.1016/0040-4020(96)00522-4

The syntheses of (±)-(Z)- and (±)-(E)-2-amino-2,3-methano-3-(indol- 3-yl)-propanoic acids (8 and 15) and reported. Key step in their preparation is the cyclopropanation of an olefinic azlactone derivative, followed by suitable deprotection sequence.