Sliding, frictionless case with a point-particle ball
In this case we aren't worrying about rotational energy and are assuming that the ball is actually a point particle. Then, in order for the ball to stay on at the top, the centripetal force condition has to be satisfied:
m * v_top^2 / r = m * g
so
v_top = sqrt(r * g)
So the minimum initial velocity is determined by:
1 / 2 * m * v0^2 >= 1 / 2 * m * v_top^2 + m * g * 2 * r
v0 >= sqrt(5 * r * g)
This is similar to what Pete said, except that he forgot the centripetal force condition to stay on at the top.
Next, the acceleration tangential to the track is given by:
a = - g * sin(theta)
but a = r * alpha = r * d^2(theta)/dt^2
where alpha is the rotational acceleration. Thus, we get
r * d^2(theta)/dt^2 = g * sin(theta)
However, I don't know of an analytical solution to this differential equation and Mathematica was stumbling with finding one too. You can't just move the dt
s to the other side and integrate because theta is a function of t. I would recommend solving it by numerical means such as a Runga-Kutte or maybe the Verlet method. I solved it using Mathematica for the parameters you gave, but with the ball moving so quickly, it doesn't really slow down much in going around. When I lowered the initial velocity though, I was able to see the speeding up and slowing down by plotting theta as a function of time.
Adding in other things like a finite ball radius, rotational energy and friction are certainly doable, but I would worry about being able to solve this first case before moving on because it only gets more complicated from here. By the way, with the friction you will have to choose some kinetic coefficient of friction for your given materials which will of course be proportional to the normal force exerted on the ball by the track which can be solved for by summing the force components along the radius of the circle and don't forget to include the centripetal force condition.
If you haven't done this sort of physics before, I definitely recommend getting a introductory good book on physics (with calculus) and working through it. You only need to bother with the sections that apply to mechanics though that is a very large section of the book probably. There might be better routes to pursue though like some of the resources in this question.