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Racemic resolution of N-protected alanine by strychnine and brucine versus donor/acceptor capability.
Autorzy
Rok wydania
2004
Czasopismo
Numer woluminu
6
Strony
276-279
DOI
10.1039/B407210C
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
The crystal structures of strychninium N-phthaloyl-D-α-alaninate 2 hydrate (1) and brucinium N-phthaloyl-L-α-alaninate 0.5 hydrate (2) were obtained as a result of racemic resolution by stereochemically related strychnine and brucine, respectively. Comparison of crystal structures of 1 and 2 with previously presented crystal structures of strychnine with N-benzoyl-L- and brucine with N-benzoyl-D-alanine points at the importance of alkaloid self-assemblies in molecular recognition. Simultaneously, various donor/acceptor capabilities of both alanine derivatives control acceptors’ access of resolving agent self-assemblies and therefore racemic resolution.
Adres publiczny
DOI https://doi.org/10.1039/B407210C
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