Desymmetrization of  meso ‐Glycerol Derivatives Induced by  L ‐Histidine‐Derived Acylation Catalysts | Zendy

Sakakura Akira | Zendy; Umemura Shuhei | Zendy; Ishihara Kazuaki | Zendy

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Desymmetrization of meso ‐Glycerol Derivatives Induced by L ‐Histidine‐Derived Acylation Catalysts

Author(s) -

Sakakura Akira,

Umemura Shuhei,

Ishihara Kazuaki

Publication year - 2011

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201100252

Subject(s) - desymmetrization , chemistry , acylation , bifunctional , enantioselective synthesis , catalysis , glycerol , histidine , organic chemistry , organocatalysis , combinatorial chemistry , enzyme

The desymmetrization of meso ‐glycerol derivatives bearing a 3‐pyrroline‐1‐carbonyl (Pyroc) directing group is demonstrated through an enantioselective acylation reaction promoted by L ‐histidine‐derived bifunctional catalysts. The desired monoacylated products are obtained in good yields (up to 74%) with high enantioselectivities (up to 99% ee ).

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