Isomers of dimethylcyclohexanediol
Here is my question. I am working through this and some other problems, and want to compare what I do against what someone who knows a lot more than me on this subject, does.
Please don't do this problem if you are
1. Planning on copying and pasting something from a website (yes, I've had people do that to me here) that doesn't answer my question, and I've probably already seen.
2. Aren't confident in your answer.
Sorry to sound rude, but I've paid for org chem advice on this site that was wrong more than once (or copied incorrectly from a website, as mentioned), so I'd like to avoid that if possible. Thanks for your help.
PROBLEM
How many isomers of dimethylcyclohexanediol could you get from complete hydroboration-oxidation of 1,4-dimethyl-1,4-cyclohexadiene? Draw them all.