I have seen that some of these spectroproofers are up around 1500 dollars. Would a flatbed scanner in that price range do the same quality job in creating printer profiles?
Question #2, would it be possible to create monitor profiles using a color chart and D300?
In my experience, no. First of all you'd need a really high quality scanner, like a Creo. Secondly, you'd need to profile it. Both solutions will cost you a lot of money and time and still not do the job properly -as people who used to try to do that with the old Monaco EZprint set up can testify.
Can a ColorMunki Photo do an a good job of profiling displays and a high quality printer? In my experience yes to the display question and yes to the printer side as well - but not as good as the i1 Pro Photo set up with i1 Profiler. However if you have not created a printer/paper profile before there is a steeper and longer learning curve with i1 Profiler as there are more options.
Depending on how many papers you are planning on profiling it may be more economical to have Eric Chan, Andrew "The Digital Dog" Rodney, Chromix.com, make your printer/paper profiles. You should also check out buying media from booksmartstudio.com as their profiling services are exemplary.