deprotection of cyclic acetal

Thread view:

Enable EMail Alerts

Start New Thread

Thread rating:

Yogesh - 21 Mar 2005 09:11 GMT

Hi,
I want to deprotect the cyclic acetal in my compound , having two
esters and also the carboxy cyclopropane ring , which rearranges in
presence of acid.I want to avoid that .
Please tell me the convinient method for deprotection of
sterically hindered acetal, without affecting my other
functionalities.
Yogesh.

Reply to this Message

josef muller - 11 Apr 2005 08:30 GMT

> Hi,
> I want to deprotect the cyclic acetal in my compound , having two
[quoted text clipped - 4 lines]
> functionalities.
> Yogesh.

According to Kocienski - Protecting Groups, perhaps the mildest
conditions generally used involve pyridinium toluene sulfate in
boiling aqueous acetone. alternatively PdCl2(MeCN)2 in acetone at r.t.
can be used. FeCL3 adsorbed on silica might be another reagent of
choise.

Reply to this Message

Natural Science Forum / Chemistry / Organic Synthesis / April 2005

deprotection of cyclic acetal