Yeah, I agree with the premise. But the Ducati design is not without issues. While the rear cylinder is not shielded by the front cylinder it is shielded by the airbox and intake system. So it is not all puppies and rainbows.The reason for Ducatis not having the problem, is because the Ducati's engine, leans foreward a lot more, with the lower cylinder almost paralell to the road
Yet, this one seems to be fine ? bikeexif.com/vincati
The front cylinder on the Ducati design runs cooler than the rear, just not as badly as, say, HD.
A common "add-on" with HD's is an oil temp gauge. It is just a cap for the oil tank that includes a temp sensor and display.
Also, when an engine runs too hot you can feel it and sometimes hear it. They start to run poorly, and if it gets too bad they start to ping, knock, or detonate.