Please use this identifier to cite or link to this item:
|Title:||Regio- and stereoselective concurrent oxidations with whole cell biocatalyst: Simple and green syntheses of enantiopure 1,2-diols via oxidative kinetic resolution|
Sphingomonas sp. HXN- 200
|Citation:||Jia, X., Xu, Y., Li, Z. (2011-06-03). Regio- and stereoselective concurrent oxidations with whole cell biocatalyst: Simple and green syntheses of enantiopure 1,2-diols via oxidative kinetic resolution. ACS Catalysis 1 (6) : 591-596. ScholarBank@NUS Repository.|
|Abstract:||A simple and green method for preparing several enantiopure 1,2-diols was developed, for the first time, via regio- and stereoselective concurrent oxidations of the racemates with microbial cells. Sphingomonas sp. HXN-200 was found to catalyze the regio- and stereoselective oxidations of 3-O-benzylglycerol 1 to the corresponding '-hydroxy aldehyde 5 and then to the '-hydroxy carboxylic acid 6. Concurrent biooxidations of racemic 3-O-benzylglycerol 1 with resting cells of Sphingomonas sp. HXN-200 gave (S)-1 in 99.2% enantiomeric excess (ee) and 32% yield. Similar biooxidations of racemic 1-(4-chlorophenyl)-1,2-ethanediol 2, 1-(4-methylphenyl)-1,2-ethanediol 3, and phenyl-1,2-ethanediol 4 gave (R)-2 in 98.4% ee and 48% yield, (R)-3 in 99.6% ee and 45% yield, and (R)-4 in 98.7% ee and 36% yield, respectively. These represent the best results known thus far for the enzymatic syntheses of the useful and valuable diols (S)-1 and (R)-2-4. © 2011 American Chemical Society.|
|Source Title:||ACS Catalysis|
|Appears in Collections:||Staff Publications|
Show full item record
Files in This Item:
There are no files associated with this item.
checked on Mar 8, 2018
WEB OF SCIENCETM
checked on Dec 26, 2018
checked on Mar 2, 2019
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.