Abstract

The synthesis and full characterisation of bifunctional β<sup>3</sup>-amino acids that have side chains functionalised with terminal azides (<i>S</i>)-<b>4</b> and (<i>R</i>)-<b>4</b> or acetylenes <b>5</b> and <b>6</b> is reported for the first time. The building blocks incorporate a turn-inducing β<sup>3</sup>-segment and a side chain that can be functionalised further, for example, through copper-catalysed Huisgen cycloaddition. Moreover, the corresponding α-amino acids <b>1</b> and <b>3</b> have been synthesised and characterised. All amino acid building blocks were of high optical purity as demonstrated by derivatisation and subsequent NMR analysis.

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