Please use this identifier to cite or link to this item:
|Title:||Free radical substitutions of acyloxy groups in carbohydrate α-ketoesters|
|Citation:||Ferrier, R.J., Lee, C.-K., Wood, T.A. (1991). Free radical substitutions of acyloxy groups in carbohydrate α-ketoesters. Journal of the Chemical Society, Chemical Communications (10) : 690-691. ScholarBank@NUS Repository. https://doi.org/10.1039/C39910000690|
|Abstract:||A range of carbohydrate derivatives containing α-ketoester functionality undergo efficient reductive loss of the acyloxy groups when treated with tri-n-butyltin hydride in refluxing benzene and in the presence of azoisobutyronitrile (AIBN) as radical initiator; under similar conditions, but with allyltri-n-butyltin instead of the hydride, efficient α-C-allylation takes place with axial substitution occurring preferentially in compounds with the ketoesters located within conformationally stable pyranoid rings; the methods represent novel ways of deoxygenating carbohydrate derivatives and of introducing branch points.|
|Source Title:||Journal of the Chemical Society, Chemical Communications|
|Appears in Collections:||Staff Publications|
Show full item record
Files in This Item:
There are no files associated with this item.
checked on Jul 17, 2018
WEB OF SCIENCETM
checked on Jun 26, 2018
checked on Jun 29, 2018
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.