The Messerschmitt Bf-165 jealously killed off by Ernst Udet in 1937 after the death of General Wever.
As underpowered as this aircraft was with four Jumo 210 engines of just 681hp each (used on the Ju-87A Stuka and Bf109 prototypes) it had sufficient range to reach New York from Brest France (6,000km) and back, delivering a 1,000kg bomb load. Willy Messerscmitt in 1937 carefully staged an accidental encounter between Hitler and the Bf-165 mock-up during a visit by Hitler to the Messerschmitt Bf109 factory. When asked by Hitler what the bomber's top speed was (320kt) Hitler scoffed that it needed to be faster than the fighters, yet most contemporary German bombers could barely manage half the same speed. Messerschmitt objected that its speed was limited by the inadequate power plants available to him, thus had he been able to do so would have wished to re-engine the Bf-165 with the same Daimler Benz DB601 engines employed by the Bf109. Had this occurred it would have led either to greater range or bomb loads.
Willi Messerschmitt disguised this private pre-war venture as a proposal for a banana freighter able to fly fruit non stop from Brazil to Germany thus it was known as the Bananaflugzeug. It was also contemporary with the He116A developed for a Deutsch Luft Hansa competition for an airliner able to fly non-stop over the Pamir mountains to Japan.
The He116 (looking like an He-111 with four engines) was even more underpowered than the Bf-165 with just four 244hp Hirth engines, yet proved capable of the intended mission to Japan.
Had Germany entered WWII with a few squadrons of Bf-165 rather than He-111 then the Battle of Britain could have had an entirely different outcome owing to their high speed and ability to operate up to 6,500m. As a naval recon aircraft it could have covered both seaboards of the Atlantic with huge growth potential as engines became available. In appearance it resembled a beefy four engined Hampden bomber.