Multi-step synthesis achieves high stereoselectivity and good yields in producing enantiopure compounds.
Enantiopure syn-β-amino-α-hydroxy acids have been synthesized from α-amino acids in a multi-step procedure that exhibits a high level of stereoselectivity and good overall yields. A stepwise oxidation of the terminal olefin to a carboxylic acid delivered an essentially quantitative yield via a cleaner process relative to the conventional one-pot oxidation. The practical value of this transformation has been demonstrated in the formal synthesis of l-TFB-TBOA and (S)-vigabatrin.
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Long et al. (2025) studied this question.
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