The scenario that you describe in the first three sections of your post is quite interesting but is not supported out of the box. However we can provide you a script that implements this behaviour.
Additionally - you can try uploading documents in SharePoint 2010 Document Library programmatically with RadAsyncUpload simply by opening the library and adding the files in this way:
sender, System.EventArgs e)
(SPWeb web = site.OpenWeb())
SPDocumentLibrary docs = (SPDocumentLibrary)web.Lists[
SPFileCollection files = docs.RootFolder.Files;
var value = file.GetFieldValue(
(Stream fs = file.InputStream)
I prepared you an implementation of the script I mentioned above within a runnable WebPart – please find it attached.
the Telerik team
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