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À propos de : Racemization in Suzuki Couplings:A Quantitative Study Using4-Hydroxyphenylglycine and Tyrosine Derivativesas Probe Molecules        

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  • Racemization in Suzuki Couplings:A Quantitative Study Using4-Hydroxyphenylglycine and Tyrosine Derivativesas Probe Molecules
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  • Reaction conditions considered to be typical in Suzukicouplings can cause significant (up to 34% of the unwantedenantiomer) loss of optical purity in sensitive substrates suchas hydroxyphenylglycine 1. This may be remedied usingsodium succinate instead of sodium carbonate as base, butchemical yields are somewhat lower. Optically pure biarylamino acids related to those found in the chloropeptins andvancomycin were synthesized by Suzuki coupling of 1 withindolylboronic acids 6−8 and with cyclic boronic acid 9.
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