I have put O ring chains on several Vincents.
First, the sprockets need replacing. The sprockets available from the usual suppliers are made from some innappropriate steel, and mostly by I am told by Holders. They are not hard enough and will only last about 10K miles. For many I am sure that is OK, but for some, that maybe just a year or two of riding. I have been "re-ringing" original sprockets (Checking seal and splines) with SAE 8620 case hardened sprocket rings. This is a material that sprockets should be made from. At well over 15K it shows NO wear. (Peter Barker can do them in the UK).
Rear sprockets have the same issues, although they are easier to change. I have run SAE7075T6 annodozed alloy sprockets and got 10k from them, but feel this is not really what we need. I have tried to source them made from the same SAE8620, but have not been able. I think if I wanted to get a big batch made it could be done, and have considered looking into that. The company that makes my 17 - 22 T sprockets can't do the 46 - 48 tooth ones. I could make one offs for my own consumtion, but this is a time consuming process. If I ever get a better mass solution - I'll post about it.
And the chain. If you go looking you will find that a 520 oring chin is available in many grades from many suppliers. - and as has been posted some have very heavy side plates and consequently the master link can rub (or in the case of one I tried, just jam) against the G 50 plate. I have been fortunate enough to have been able to measure the link before purchasing, although the one I am running has a rivetted link. It comes with nice little spacers to fit around the o rings whislt rivetting so as not to damage the rings (O or X or W) I feel that one does not need a chain with side plates any heavier than the original 530 chains had. I have an RC 51 Honda that makes about 3 times the HP as the Woolly does and it has a 530 chain with only slightly thicker plates than what the Vincent runs.
So there
Decent front sprocket as they are pain to change
Decent rear sprocket but be prepared to change every 10k (even the steel ones available)
Almost any sealed chain.
I generally give it a bit of lube every few hundred miles and especially if it has been running in the wet all day.