Regeneration I can't help with because it might be kind of difficult, but I can tell you why (probably) it's not generating.
If you want depreciation to generate in an alternate book, you need to set up Alternate Method records and attach them to the assets. It's been 5+ years since I've done it, so I don't remember details.
But if you search SuiteAnswers for "multi-book FAM depreciation" or something along those lines there's a couple articles that go through how to make it work.