Most box 14 entries on the W-2 are informational and are not used in TurboTax.
You need to ask your employer if the amount in box 14 for medical expenses (premiums for insurance? What is this?) is pre-tax or not.
Insurance premiums that are after-tax can be deducted on Schedule A (Itemized Deductions).
May I assume that this is not an FSA or HRA contribution? Those are not reported on your return at all.
