The only expirience i have with these things is building one assembly which reads emails and extracts the attachments and play around with it.
This is about creating a new Outlook Calender Rightclick menu item which will throw a screen(which will have info from both the calendar item as well as from SLX in the comboboxes) which when submitted would write back to SLX in the same structure as my create Meeting screen(extensive customs there).
I am thinking of using Add-In Express for bypassing the outlook security popups. http://www.add-in-express.com/docs/net-outlook-addins.php
Any other methods out there which will not use any proprietary code(Add-In Express) for getting this done?