I am currently doing a global deprotection of a range of oligosaccharide but have run into problems when I try to remove the pivaloyl esters. I have so far tried NaOMe/MeOH, LiOH/MeOH, TBAOH/dioxane, DIBAl-H, and tBuOK.
Piv esters are usually hard to deblock beacuse of steric hindrance. Have you tried LAH in THF?
Look at this link:
http://ion.chem.usu.edu/~tchang/Chem7300/Carbohydrate/Chapter%203%20Protecting%20Groups.pdf
There are some examples of Piv group deprotection
Perhaps you can find another examples in " Protective groups in Organic Synthesis" Theodora W.Green, Peter G.M. Wuts, Wiley, 1999.
Sincerely,
AD
Rapid and efficient deprotection of pivaloyl esters can be achieved by absorption onto alumina and microwave irradiation as reported earlier by
--- Ley, Steven V.; Mynett, Donna M. Synlett (1993), (10), 793-4.
Good luck
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