ITunes keeps deleting all info, now can't restore from Time Machine because there is not enough memory?

I have had this reaccuring problem where my iTunes will whipe out all the info in it. No reason as this is a standard Mac with the intel processors. The only upgrade I have done is to get it to Lion 10.8.whatever. The past several times this has happened, I've been able to restore the entire iTunes file from the 1TB external drive I use only for Time Machine. After it whiped out iTunes again last night, it would not let me restore and kept giving me a message that said I did not have enough start-up memory. I went in and deleted a bunch of old videos and it still kept giving me the memory message. I was able to break down some of the files into smaller portions (i.e. apps A-G, then H-M, etc) but could not get any of the actual music to transfer over. I deleted iTunes and reinstalled it to no avail. I have over 30,000 songs, 200+ music videos, a couple dozen movies, and several seasons of TV shows in my iTunes.
Any and all assistance would be appreciated!

DocDoc, that worked. I read that page and it meantioned how to exactly click what. I'm not sure why TM is so particular, but nevertheless, I was able to open a finder window pre-TM, click on my new hard drive. Then I opened TM and again, clicked on my hard drive in that finder window. Then navigated to the folder I wanted, which was the applications folder.
The "now" image wouldn't do anything when right clicked (on aperture.app) except offer to get info or to delete all backups of aperture. I almost gave up, figuring the purpled out timeline (as previous) on TM was bunk. I couldn't go backwards to a previous image before.
But having navigated that exact way somehow made TM happy. A previous image about 1 month ago was able to be saved to my application folder. 986megs or something like that in a few seconds. When TB works, it zips right along.
I don't care for how persnickety TM is, but am glad it worked nevertheless. Thanks for your help.

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    DocDoc, that worked. I read that page and it meantioned how to exactly click what. I'm not sure why TM is so particular, but nevertheless, I was able to open a finder window pre-TM, click on my new hard drive. Then I opened TM and again, clicked on my hard drive in that finder window. Then navigated to the folder I wanted, which was the applications folder.
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