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ChemInform Abstract: Chiral Pyridines: Optical Resolution of 1-(2-Pyridyl)- and 1-[6-(2,2′-Bipyridyl)]ethanols by Lipase-Catalyzed Enantioselective Acetylation.

✍ Scribed by J. UENISHI; T. HIRAOKA; S. HATA; K. NISHIWAKI; O. YONEMITSU; K. NAKAMURA; H. TSUKUBE

Publisher: John Wiley and Sons
Year: 2010
Weight: 37 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199834054

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✦ Synopsis

Chiral Pyridines:

Optical Resolution of 1-(2-Pyridyl)-and 1-[6-(2,2'-Bipyridyl)]ethanols by Lipase-Catalyzed Enantioselective Acetylation.

-Treatment of 14 racemic alcohols with vinyl acetate in the presence of Candida antarctica lipase gives (R)-acetates and unreacted (S)-alcohols with excellent enantiomeric purities in good yields. For substrates bearing an sp 3 -type carbon at the 6-position on the pyridine ring such as (Ic) and for those bearing allyl groups at the 2-position on the pyridine ring higher reaction temperatures are required. -(UENISHI,

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