Table 3.

^a

^aReaction conditions: l-Trp-methyl ester (l-Trp-OMe) (200 mg, 0.916 mmol, 1.0 equiv), bromide (10, 14, 17–20) (1.84 mmol, 2 equiv) in acetic acid (0.1 M).

^bIsolated yield after purification by column chromatography; yield calculated based on the recovered starting material: C3 and C2-functionalistaion determined by NMR analyses.

^cdr-diastereomeric ratio between exo and endo isomers—calculated based on isolated yield and NMR analysis.