Don.
Most of the marine diesels in world are starting with a fixed blade propeller directly attached to the engine. Having a tailclutch is an exception rather than a rule. A direct reversible diesel as installed on the older VIICs had a manoeuvre sequence as follows: Starting with propeller engaged driving vessel ahead, manoeuvre astern, stopping the dieselengine, reversing the engine by axially shifting camshaft, starting the engine running astern, all manoeuvres carried out with the propeller engaged. This is standard manoeuvre for most of the marine diesels with fixed blade propellers, nothing special.
Starting the diesel engine with the propeller engaged and submarine moored alongside might have a consequence, like one of my first battery charging alongside. We were alongside in a remote harbour way up north of Norway, we were moored at a wooden quay right in front of a shrimp peeling factory, built on wooden poles. I was on the bridge asking the engineer in charge if everything was ready for charging, got confirmation OK and ordered start the engine. Good old Kaura ex U995 made a jump ahead broke the moorings and ended up underneath the shrimpfactory while all the ladies working there ran screaming out of the shaken factory. The engineer in charge had forgotten the tailclutch.