This process demonstrates highly stereoselective reactions in α-amino acids, emphasizing chirality transfer in regioisomers.
Matteson homologation of boronic acid esters allows the highly stereoselective synthesis of complex allyl alcohols, which are valuable substrates for palladium‐catalyzed allylic alkylations. With highly reactive amino acid zinc enolates, trans ‐configured γ , δ ‐unsaturated amino acid derivatives are obtained as single regioisomer. Excellent 1,4‐chirality transfer from the allylic substrate into the stereogenic α ‐center of the amino acid is observed in all cases.
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Priester et al. (2025) studied this question.
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