Please use this identifier to cite or link to this item: https://doi.org/10.1039/C39910000690
Title: Free radical substitutions of acyloxy groups in carbohydrate α-ketoesters
Authors: Ferrier, R.J.
Lee, C.-K. 
Wood, T.A.
Issue Date: 1991
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
URI: http://scholarbank.nus.edu.sg/handle/10635/93857
ISSN: 00224936
DOI: 10.1039/C39910000690
Appears in Collections:Staff Publications

Show full item record
Files in This Item:
There are no files associated with this item.

SCOPUSTM   
Citations

14
checked on Dec 12, 2018

WEB OF SCIENCETM
Citations

13
checked on Dec 12, 2018

Page view(s)

30
checked on Nov 9, 2018

Google ScholarTM

Check

Altmetric


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.