I need to build an external upload utility to send files up to SharePoint 2010. However, I can’t reference SharePoint to call all of the code needed to work with a document library.
Is there any way to make this happen inside Silverlight?
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This is rather not possible. Silverlight executes under a sandboxed environment with no direct access to server-side APIs.
Instead, create a WCF service at the server side, reference the Sharepoint DLL from within the service and call the service from Silverlight.