From: will jones (willjones46$##$hotmail.com)
Date: Mon Jul 31 2006 - 13:19:27 EDT
Hi guys,
I've been using triacetoxyborohydride to effect a variety of reductive
alkylation reactions; however, I am having a couple of problems involving
the reductive alkylation of an aliphatic primary amine in the presence of
glyoxylic acid.
The glyoxylic acid is in the hydrate form, and I think that the
triacetoxyborohydride is decomposing before carrying out any reduction.
So, do you think that if I carry out the reaction in the presence of
molecular sieves, preforming the imine and removing any hydrate associated
with the glyoxylic acid then I might have more success?
My alternative is to use CNBH3, but I've already set-up all my other
reactions with (OAc)3BH and have found them to go really smoothly...
Awaiting your comments...
Cheers
Will
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