Below are answers/comments to some of what you all had to say. Thanks a million for all the help and advice...hope these additions spur some more thoughts....
Is it possible that a baffle in the silencer has become dislodged and is blocking the exhaust flow? This could still be possible. I will inspect when we arrive in civilization tomorrow and begin to open her up and really do some finer adjustments.
Less likely but another possibility:
As you completely rebuilt the engine is it possible the dots on the cam gears weren't aligned properly? Dots are lined up ok.
I leave the points cover off and run up the hill, if it's not right I pull off and advance or retard the timing at the points plate until it sounds good, no pinging at low speed and pulls crisply. One question about this...the sound you hear when timing is overadvanced...the ping...is that the same sound you would hear if the engine was overheated and struggling? I have yet to run this type of timing adjustment yet but I will tomorrow...I'm just afraid that whatever is causing this low power problem (which is leading to overheating) will make this type of timing adjustment innacurate. I will still try and will start the procedure on a hill with a "just warm" engine"
What octane rating of petrol are you able to get? If you have a higher compression piston you need higher octane. They have 92 here. My piston is stock RE.
Just remove the points cover. No need to interfere with the points or timing, just unscrew the condenser and see if there are any rubbing marks on the back of it. Thanks for the idea...I'll check anything! However, I gave this a look and it seems fine.
To me it sounds like your exhaust is plugged and choking out the motor. When you had your motor rebuilt, did they decoke the motor and exhaust? How many miles are on the bike itself? I will check that for sure. What exactly do you mean by decoke the motor and exhaust? We (carefully) scraped the carbon off the piston head and heads if that what you mean... The bike now has over 40,000 kilometers on it. But put a new cylinder kit/piston in 7,000k before and the other rebuild stuff about 2,500 ago (bearings, valves, etc.)
As you get higher in altitude, you need to progressively lean out the carb, and advance the ignition timing to suit. Otherwise the bike will suffer rhese kinds of issues. I have tried this...also the bike was giving me these power issues since just after the engine rebuild (or after the breakin at least)...in all sorts of conditions, low and high altitude with and without adjustments to carb.
Many people have a misconception that low rpms means less stress on a motor uphill but its the opposite- your motor will greatly benefit from higher rpms in 2nd gear (less load on the engine) than low rpms in 3rd.
The higher gear presents more load on the motor, causing it to overheat and detonate. The sound you are hearing is ping/detonation. It produces tremendous amounts of heat as well as being the equivalent of hammering the top of your piston with a sledgehammer. Hopefully you havent done any serious damage already. I did not realize this. Thanks for the heads up. Im definitely nervous now that I did some damage...for that reason even if I fix the problem once in this city with proper tools and conditions to test I still plan to pull off the head and inspect the valves and piston to make sure i didnt do any damage.
I did, occasionally, have massive power loss when climbing hills in Himachal Pradesh -- the problem: shitty spark plug. Later, in Ladakh I ran into some serious problems climbing even the smallest of hills, problem: bad points. Your problem might be incredibly simple. What kind of plug are you running? So many shit plugs in India, sometime mechanics put in the wrong plug. What is the plug gap set at? What is the points gap set at? My 350 used to ping on hills when the gap was set too small. Many Indian mechanics will just eye the gap, check it yourself with a feeler gauge (maybe the Swiss garage will have them?). Ahh! So you understand what riding an Enfield is like in India! I second that mechanics there are often just wrench swinging cowboys. But only once you have been to India do you see how much these bikes can be tested and stand up to the test, even without precision tuning. So...thanks for the advice, once in Osh I will defintely test all gaps PROPERLY and replace spark plug and give it a go. All that being said I HAVE gone through 3 plugs and still problem persisting
I experienced somewhat similar problems, when my exhaust valve had burned due to retarded timing.
You can check possible leaks if you can stand on top of the kick starter. Do you feel the compression or not?
If not, Another option could be valve lash settings. Are the pushrods too tight? Are there sound for leaks?
I will definitely be inspecting valves. And hopefully this Swiss garage (or some other place in this city) will have the tool to test it properly...more on that in a second...As for Valve Lash settings...im not sure what that is but will pass that onto whoever mechanic I get to help me out in Osh and ask him to check that as well as the pushrods.
Here is my advice, have the bike shipped home and spend some time mastering it. Regardless of what is wrong now, you need to know more about this machine on a long journey like this for your own safety. Not an option...for lots of reasons, but I think its not bad advice and my father would definitely second you.
So, here are some of my new thoughts and questions...first of all I wanted to ask if the compression idea I had is even valid...if compression was off due to poorly seated rings or valves (or what other causes could there be?)...could that cause this...this loss of power?
I also still feel timing could be the main problem but please keep this in mind...when the problem began in Nepal I had THREE Enfield mechanics (over course of 3 weeks) check the timing to try and solve this. They all "did their thing" all adjusted timing on the plate AND took off the gears cover and fiddled around there. (mentioning this just so everyone knows that my amateur hands were not the only ones who tried to fiddle with the timing). The first guys tinkering did nothing to solve the problem. After the second guy I SWEAR it was fixed. There was a couple big hills and in my memory she cruised right up them, but then suddenly later that day power died again. This was over a month ago now no Im not sure if that was my imagination that she actually did perform well for a short time. But anyways, it leads me to this question...aside from points gap, setting the timing by sliding the plate, the condenser, and having the dots lined up...is there some other mechanism or working part etc. that is part of the whole timing system that could be out of whack or that I should inspect?
Again, thank you thank you thank you for all the help and interest. I will post updates and maybe some photos if I think there is necessity when I get to it all tomorrow after being in the garage and doing some more tests.