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There is an out of the box connection option called Salesforce to Salesforce but it doesn't exactly match what you are trying to do. Typically when I have had to do things like this before, we build it specifically for the client and we do it using API and some type of service/middle app or platform to handle conflict resloution and keep a back up of data in each org in case we need to roll something back. It can be fairly complex to do something like this correctly especially since it sounds like you need to be able to parse for dupes across 2 orgs.
