کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1346108 | 980240 | 2005 | 6 صفحه PDF | دانلود رایگان |
Hydroxyacetals 2 and 3 were resolved by acylation with vinyl acetate in the presence of lipases in organic media. The reverse reaction, the enzymatic hydrolysis of the corresponding acetates, was also highly stereoselective and provided the opposite enantiomers.
Figure optionsDownload as PowerPoint slide
(2S)-1,1-Dimethoxybut-3-en-2-olC6H12O3Ee = 93% (chiral GC)[α]D22=-32.7 (c 1.28, CHCl3)Source of chirality: enzymatic kinetic resolutionAbsolute configuration: 2S
(1R)-1-(Dimethoxymethyl)prop-2-enyl acetateC8H14O4Ee = 95% (chiral GC)[α]D22=+27.5 (c 1.23, CHCl3)Source of chirality: enzymatic kinetic resolutionAbsolute configuration: 1R
(2R)-1,1-Dimethoxypent-4-en-2-olC7H14O3Ee = 98% (chiral GC)[α]D22=+8.8 (c 1.17, CHCl3)Source of chirality: enzymatic kinetic resolutionAbsolute configuration: 2R
(1S)-1-(Dimethoxymethyl)but-3-enyl acetateC9H16O4Ee = 96% (chiral GC)[α]D22=+14.4 (c 0.98, CHCl3)Source of chirality: enzymatic kinetic resolutionAbsolute configuration: (1S)
Journal: Tetrahedron: Asymmetry - Volume 16, Issue 12, 20 June 2005, Pages 2081–2086