ITunes does not sync all music on 4s with new MAC

My daughter has an iPhone 4s that was sync-ed with her Windows PC. She recently got a new Macbook Pro. We added all her music to the new MAC and then tried to sync via "sync all checked songs" and iTunes is missing many songs. We then tried to sync by selecting artists and such and let it wipe all music. Once it was wiped we tried to sync fresh again and it still missed many songs. It sync partial albums. She is able to drag and drop manually to correct the missed songs, but would prefer to fix this so she can sync normally in the future. What can we do to get this fixed? I really dont want to do a restore and start from scratch...
Thanks

I´ve tried every possible solution listed, those that have worked for others...nothing has worked. My library has about 2777 songs of which at first only 1370 loaded. After syncing w/o music, which deleted all music from my iPhone, I then selected Sync Music again and synced...well this time only 391 songs were added!!! It skipped the other 1400 I already had in! I´ve come to notice that these 391 songs are the ones purchased directly on the iTunes Store, but previously I had ALL my CD´s ripped and loaded to my iPhone.
I don´t know if this has something to do with the new iTunes version, but please, please, someone give me some light! I don´t want to go and convert all 2400 songs from MP3 to AAC..!! It´s not practical!
Thanks in advance for your comments.
Mario

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ITunes does not sync all music on 4s with new MAC

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