[pathos6296]

The compound in question is 1-chloro-4-isopropyl-3-cyclohexanol: I know that iso-p group is in an equatorial lock. My question is, under basic conditions (which would mean the hydroxyl group would be deprotonated an undergo Sn2 substitution on the chloro group to form an epoxide), which relationship between the chloro and hydroxyl group should exist for an efficient epoxide forming process? Cis, or trans?
Attached is a poorly drawn picture for reference.

[pathos6296]

My bad, 1 chloro-4-isopropyl-2cyclohexanol*

[discodermolide]

My bad, 1 chloro-4-isopropyl-2cyclohexanol*

They should be trans and antiperiplanar to one another. In this case you should get the compound I drew.

[pathos6296]

My bad, 1 chloro-4-isopropyl-2cyclohexanol*

They should be trans and antiperiplanar to one another. In this case you should get the compound I drew.

So, like this then?

[discodermolide]

yes