Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Tuesday 6th February 2018 from 11.00am to 11.15am (GMT).

During this time our website performance may be temporarily affected. If you have any questions please use the feedback button available under our menu button. We apologise for any inconvenience this might cause and thank you for your patience.

Issue 43, 2012
Previous Article Next Article

Organosilicon-mediated regioselective acetylation of carbohydrates

Author affiliations


Organosilicon-mediated, regioselective acetylation of vicinal- and 1,3-diols is presented. Methyl trimethoxysilane or dimethyl dimethoxysilane was first used to form cyclic 1,3,2-dioxasilolane or 1,3,2-dioxasilinane intermediates, and subsequent acetate-catalyzed monoacylation was efficiently performed by addition of acetic anhydride or acetyl chloride under mild conditions. The reaction exhibited high regioselectivity, resulting in the same protection pattern as in organotin-mediated schemes.

Graphical abstract: Organosilicon-mediated regioselective acetylation of carbohydrates

Back to tab navigation

Supplementary files

Publication details

The article was received on 01 Mar 2012, accepted on 03 Apr 2012 and first published on 10 Apr 2012

Article type: Communication
DOI: 10.1039/C2CC31556D
Citation: Chem. Commun., 2012,48, 5370-5372
  •   Request permissions

    Organosilicon-mediated regioselective acetylation of carbohydrates

    Y. Zhou, O. Ramström and H. Dong, Chem. Commun., 2012, 48, 5370
    DOI: 10.1039/C2CC31556D

Search articles by author