IPhoto sees 5491 photos, iTunes sees 3160

I'm having trouble with syncing photos to my iPod. Itunes only sees about 2/3 of the photos in iPhoto, so when I sync to the iPod 1/3 of my photos are missing.
All of the photos are in iPod supported formats (jpeg or TIFF). I can't see any obvious reason why some would be recognised and some not. I don't get any error messages when I sync either. iPhoto is not managing the library directly (i.e. I don't get iPhoto to import the files, rather it points to where I have filed them on the hard drive).
Having trawled the forums I can't find anyone who has had the same issue. Anyone got any ideas what the problem could be?
Thanks.

Terence,
Thanks for your helpful reply. Inspired by your suggestion I took a look and the vast majority of the missing photos did not have an extension in the filename (e.g. picture23 rather than picture23.jpg). Adding the extension allowed them to be recognised by iTunes - a bit strange IMHO given Macs are not normally sensitive about such things.
I'm up to about 5100 photos - I've tried removing the '&' symbols from the filenames but they don't seem to be the problem. Is there any way to find these last 400 stragglers? The problem is that it is not possible to tell which are missing, hence difficult to check the attributes in iPhoto.
Cheers,
Tim

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