Synthesis of functionalized non‐natural amino acid derivatives via amidoalkylation transformations

Abstract

Synthetic routes have been developed for the preparation of functionalized amino acid derivatives in which the α‐substituent at carbon 2 is either an aromatic or a heteroaromatic group. The α‐substituent was introduced using an amidoalkylation reaction using boron trifluoride etherate and proceeded in moderate yield with excellent regioselectivity. This protocol permitted the employment of the acid sensitive heterocycles: pyrrole, benzofuran, and indole. The scope and limitations of this procedure have been evaluated.