Has anyone found a wheel maker/restoration shop that can create a correct looking wheel or re-work the originals so the 1935s may take a tubeless tire?
Can't answer that Jim but I have to ask why you would even want to?
Another option is put a radial designed tube in them. Harry
One possible reason to convert to tubeless tires is the lack of availability of tubes and appropriate tires. I own an old Morgan Plus 4, with wire wheels, and have had great difficulty finding tubes and appropriate tires. I've also been told that modern tubeless tires (radial, but maybe bias, also) are not designed for tubes, and will chafe the tubes to the point of early failure.
For sports cars like the Morgan, one can buy wire wheel replacements that have been specially sealed to accept tubeless tires. (Of course, that is not likely to be a main stream product for a 1935 Cadillac.) Not wanting to spend the money for new wire wheels rated for tubeless tires, I removed my car's wheels, cleaned them, removed all burrs and rough spots I could find, and had the wheels powder coated. I bought the best silicone sealant I could find, and sealed all the spoke nut areas, making sure I had a good, smooth sealant surface. I then installed new valves, again making as best an air seal as I could. I found that, out of five tire/wheel combinations, I had one that developed a serious slow leak - dropping about 10psi over a month.
I have read others doing the same. In fact, the idea was not new to me. I found it on a Morgan or Triumph website. I see no reason why the approach would not work on any wire wheel. Of course, the desirability of a radial over a bias tire on a classic Cadillac or other prewar classic is a separate issue. For the Morgan and me, it was a super win - cost saving, better handling, good snow behavior, good selection of tire brands.
Hope this helps.
Phil Howe
You might take your question to Dayton Wheels --- http://daytonwirewheels.com/ Their address and phone numbers are at the bottom of the page this link takes you to.
The wire wheels on Big Red came from Wheelsmith in California, they have a thick layer of silicone around the entire inside center section of the wheel where the spoke heads come through --- they do not leak.