Your solution would require a shared database that is updated in realtime on both servers. The database would be managed by an event logger that would keep track of all calls in progress; flagged as LINEUP perhaps. In the event a failure was detected, then all calls that were on the failed server would be flagged as DROPPEDCALL. When your fail-over server spins up and takes over -- using heartbeat monitoring or somesuch -- then the first thing it would do is generate a set of call files of all database records flagged as DROPPPEDCALL. These calls can then be conferenced together.
The hardest part about it is the event monitor, ensuring that you don't miss any RING or HANGUP events, potentially leaving a "ghost" call in the system to be erroneously dialed in a recovery operation.
You likely should also have a mechanism to build your Asterisk config on a "management" machine that then pushes changes out to your farm of call-manager AST boxen. That way any node is replaceable with any other.
What you should likely have is 2 DB servers using replication techniques and Linux High-Availability (LHA) (1). Alternately, DNS round-robin or load-balancing with a "public" IP would do well, too. These machine will likely be light enough load to host your configuration manager as well, with the benefit of getting LHA for "free".
Then, at least N+1 AST Boxen for call handling. N is the number of calls you plan on handling per second divided by 300. The "+1" is your fail-over node. Using node-polling, you can then set up a mechanism where the fail-over node adopts the identity of the failed machine by pulling the correct configuration from the config manager.
If hardware is cheap/free, then 1:1 LHA node redundancy is always an option. However, generally speaking, your failure rate for PC hardware and Asterisk software is fairly lower; 3 or 4 "9s" out of the can. So, really, you're trying to get last bit of distance to the "5th 9".
I hope that gives you some ideas about which way to go. Let me know if you have any questions, and please take the time to "accept" which ever answer does what you need.
(1) http://www.linuxjournal.com/content/ahead-pack-pacemaker-high-availability-stack