Hi John;
I am not a MS/DOS expert or anything, but I have sure played around with many versions over the years, and have made tons of different config.sys and autoexec.bat files, I have written up.
Maybe you can use the 486 to open up your config.sys, and edit it, and try and removing the 'DEVICE=C:\DOS\HIMEM.SYS' or its equivalent on your config.sys.
Then try and boot the 286 without memory management, to see if the computer will at least boot up correctly.
Try and keep the config.sys and autoexc.bat files as simple as possible, with just the basics, (and hopefully boots up the computer fine), and then add from there.
Obviously though, you are going to want to use anything past 1 meg of RAM, you will need to run a memory manager.
A good bit of stuff I found:
"286's can use expanded and extended memory but can't handle UMB's (upper memory blocks). You can load DOS high but you can't load any device drivers or TSRs into UMBs (upper memory). To configure extended memory you can load HIMEM.SYS and load DOS high by setting DOS=HIGH but you will have to get a special third party expanded memory manager to configure expanded memory (EMS). The memory manager should come with the expanded memory hardware. The EMM might conflict with HIMEM.SYS, so the HIMEM.SYS might have to be replaced with one that is compatible"
Hope some of this info was helpful.
Chris