I don't know the answer to your question. I do know several anarchists who practice Buddhism, though I am not sure that they have written on this subject. Some takes that might be of interest to anarchists (while not explicitly anarchist) might include Noah Levine's work (Against the Stream and The Heart of the Revolution in particular).I am inquiring with a friend of this tendency and will get back to you, or encourage them to respond here.
alexandra david-neel might be enjoyable to explore...but what exactly constitutes meditation? :-)
going by what i've seen you post you might really like this, even if not on meditation per se...
i like the question, btw.
Here is what my friend offered - neither is a guide to mediation (for that, I would suggest the appendices of the Noah Levine books), but perhaps these are helpful? "It's interesting, I know people who are interested in both anarchism and meditation but I haven't seen much formally written on the topic. All I know of is this Gary Snyder essay: www.bopsecrets.org/CF/garysnyder.htm"..and this: https://burningallillusion.wordpress.com/2011/11/07/occupy-your-head/