I don't see how setting a boring bar at an angle makes it stiffer. If anything it increases the stickout needed to make the cut.
James Harvey, in his book Machine Shop Trade Secrets, mentions that it does but does not substantiate it in any way. Angling the bar does reduce radial forces, with a max of 15 degrees of bar angle being the recommended limit. This will not significantly increase stickout.
On the other hand, if excessive radial forces is a problem then using a smaller nose radius and the appropriate depth of cut is probably a better approach.