Help with controlled crying & seperation anxiety please

Is it ok to begin controlled crying whilst Sam has seperation anxiety? I think its part of the reason he doesnt want to go to sleep, because he doesnt want to be alone. He also doesnt take a nap during the day (and he does get tired so I dont see why he wouldnt be having even a short nap)

Any advice would be great

He is 14 months old xxx
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