Resolution of racemic 3-aryloxy-1-nitrooxypropan-2-ols by lipase-catalyzed enantioselective acetylation
Both (R)- and (S)-enantiomers of 3-aryloxy-1-nitrooxypropan-2-ols (R)-(-)-1, (S)-(+)-2 were prepared in high enantiomeric excess by lipase from Pseudomonas cepacia (Amano PS) or Pseudomonas fluorescens (Amano AK)-catalyzed acetylation of racemic alcohols 1a-g with vinyl acetate in n-hexane at 4 or 22°C. The enantioselectivity of this transformation was dependent on the substitution pattern of the aryl ring with E-values ranging from 31 to 111.
Pchelka, Beata Krystyna,Loupy, Andre,Plenkiewicz, Jan,Petit, Alain,Blanco, Luis
p. 2109 - 2119
(2007/10/03)
Lipase-catalyzed kinetic resolution of the racemic mixtures of 1- aryloxy-3-nitrato-and-1-aryloxy-3-azido-2-propanols
The racemic mixtures of 1-aryloxy-3-nitrato-2-propanols and 1-aryloxy- 3-azido-2-propanols were resolved with moderate selectivity by the lipase- mediated acylation with vinyl acetate. The effects of the nature, position, and spatial requirements of the p
Pchelka, Beata,Radomska, Justyna,Plenkiewicz, Jan
p. 4355 - 4364
(2007/10/03)
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