Doesn't solve your Boot problems, but one version of windows is currently on your dev machine? If it's 32bit, you can't run 64bit windows setup (the setup program is a 64bit program as well).
Best suggestions I can come up with:
Make sure your laptop boot order is correct and make sure you press a key to start setup if required.
If no joy, try booting from a USB stick:
http://technet.microsoft.com/en-us/library/cc766092%28WS.10%29.aspx[
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Do step 4 only, and copy over the contents of your Server 2008 disk instead of the ISO folder they talk about. The setup programs use the same technique, so it should work (though no promises, I've not tested this precise thing).