Some photos are not synchronized by itunes

i have more than 800 photos, at the start i have all my photos synchronised by itunes but now i have only 50 photos on the ipad. they are all in the same resolution 1280 by 1024 in jpg and come from the same camera, i got this probleme from some time after an update of itunes or os ipad.

It might be of some help to delete the photo cache. Please see this link - http://support.apple.com/kb/TS1314

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    my-wedding-foto.de wrote:
    Lightroom 5.6 Win8 64 import of some photos are not possible: the photos are grey, the file name of the photos are already excisting in the catalog, older different photos, don’t Import Suspected Duplicates is not selected. There is no difference selected or not, the photos (Import are not possible) are always grey with the notice: These photos would be already imported! All other photos could be imported and gets grey.
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    It might be of some help to delete the photo cache. Please see this link - http://support.apple.com/kb/TS1314

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    Get help using My Photo Stream
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