Acylase minimal artificial

Miller s biomimetic approach inspired Ishihara [234] to develop a minimal artificial acylase for the KR of mono-protected cw-l,2-diols and A-acylated 1,2-amino alcohols. Derived from (S)-histidine, Ishihara s organocatalyst contains only one stereogenic centre and incorporates a sulfonamide linkage in place of a polypeptide chain to allow the NH group to engage as an H-bond donor with the substrates (Fig. 13) [234]. 

Design of highly functional small-molecule catalysts and related reactions based on acid-base combination chemistry (particularly, synthesis of oxazolines and thiazolines and L-histidine-derived sulfonamide as a minimal artificial acylase for the kinetic resolution of racemic alcohols) 07SL686. 

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