As I have separated these types of compounds many times in the past, I would not recommend any Pirkle or CD columns. They have poor selectivity. A good initial method would utilize a mobile phase of hexane and ethanol (or IPA) on a Chiralpak AD (or AD-H) column. Perhaps 50/50, 75/25 or 90/10 (Hex/IPA), all isocratic.
I also separated similar alcohols on AD and AD-H columns easliy with aforementioned mobile phase system. I would think 90/10 should give you the best resoulution. You can also try OD columns as well. Good luck..