I've been doing some thinking and I doubt you would find me doing a dry install. Firstly, piston acceleration can be upwards of 100,000 ft/sec.sq at which speed I am sure the rings will be cleaning themselves of any surface oil instantly, therefore the lubed bore would be protecting the piston from galling (a good thing) but not preventing the rings from getting full, almost unlubed contact to seat. Also in a 2-stroke the rings bulge into the ports a tiny bit each stroke. In a new engine, the cylinder lube would be benefitial in helping the rings slowly wear the correct path without gouging or chattering at the port chamfers. Just some ideas. Cam.
PS. the one idea that did show up was to never use regular oil as a cylinder lube. Always use 2-cycle oil. Non 2-cycle oil doesn't burn properly and leaves carburization (sticky carbon) in the ring grooves which can lead to poor long-term ring perfomance.