TypeScript Enums correct usage of logical or

Let's say I have an two enums Side and SideDecider and in the latter one I have a key side which should be a value of Side so that when I use SideDecider.side I know it is a value of Side.

enum Side {
  left,
  right,
}

enum SideDecider {
  random,
  other,
  side, // = Side.left | Side.right is what I would like to use
}

// I am looking for a solution resolving something like the following to true
console.log(Side.left === SideDecider.side || Side.right === SideDecider.side)
// error: This condition will always return 'false' since the types 'Side.left' and 'SideDecider.side' have no overlap.

How would I correctly yield such a usage. Am I trying to incorrectly use enums? Thank you for your help in advance.

Check out example at TypeScript Playground

EDIT

What I'm actually trying to achieve is the same but using the enums as strings so I can use these as keys for objects, see my second example. Here, someone recommends using a class for string based enums. Is this best practice?

enum Side {
  left = 'left',
  right = 'right',
}

enum SideDecider {
  random = 'random',
  other = 'other',
  side = Side.left | Side.right // Error: Computed values are not permitted in an enum with string valued members
}

const testObj = {
  left: 'something',
  right: 'something',
}

// (1) I am looking for a solution resolving something like the following to [true, true]
console.log([Side.left && SideDecider.side, Side.right && SideDecider.side])

// (2) Is there a way to use SideDecider.side to access keys in testObj?
console.log(testObj[SideDedicer.side])