Hi,
To transfer files from disk to disk, I use the moron emulator & insert the source disk & target disk in each drive.
You can them transfer files using the ST desktop (tested with Amberstar, so I know it works).You don't need to use a HD...
When it comes to originals, I can guarantee you there is no way to transfer them 95% of the time. This is due to the heavy protections on ST games. I asked the question on many messageboards & the answer is unanimous: Don't waste your time ! Transfering the disk files to HD & then back to a blank disk won't solve your problem as the game is still protected (a few games have no protection, but that is pretty rare).
Well, there may be a solution, but it is quite complex & probably does not work: The CAPS team have a tool that is able to completely & 100% copy disks including protections. The problem is that the tool runs only on Amiga. I think it is possible to process ST disks, though. But obviously that requires an Amiga, ST originals & the tool itself, along with the PC to Amiga cable. Good luck !
One thing that can be done, though is getting the unprotected non-ROM files (what you would normally see on a ST emu if you browse the disks - TOS, PRG,... files) from a game (a few sites have these), copy it to a PC disk (720K). Then use makedisk 1.4 & it will create a ST image of the disk. I used this to get a clean (well, as clean as can be, the original files still have been cracked - at least, there is no time wasting intros or menus & most importantly they work) copy of Archipelagos, Barbarian & bob winner. I have had 100% success using this method so far.
Hope that helps,
Loic