Hi,
have you ever heard of Desquirr? An IDA plugin, free, sourceforge, which tries to do exactly what you are talking about..
hxxp://desquirr.sourceforge.net/desquirr/
Quote:
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Desquirr is a decompiler plugin for IDA Pro. It is currently capable of simple data flow analysis of binaries with Intel x86 machine code.
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might give some nice ideas, beside Boomerang, another free decompiling tool, already mentioned in this forum..