In fact, only a few weeks before the world premiere, Gene Kelly's previous starring vehicle, An American in Paris, buzzed through the Oscars, winning six of the eight awards it was nominated for, including Best Picture.
General consensus agrees that Singin' got screwed because in the previous year Kelly's other superb musical romance, An American in Paris, swept the Academy Awards with wins that included Best Picture, Best Music, Best Cinematography, and Best Writing, plus an honorary award to Kelly "in appreciation of his versatility as an actor, singer, director, and dancer, and specially for his brilliant achievement in the art of choreography on film."
Made towards the tail end of the Arthur Freed production era at MGM that spawned "Meet Me in St Louis", "Easter Parade", "On the Town", and "An American in Paris", it was first seen as a means of using many of the songs that Freed and Nacio Herb Brown had written 20 years earlier when talkies were in their infancy.
Disc extras include audio commentary by Donen, Reynolds, O'Connor, co-star Cyd Charisse, screenwriters Betty Comden and Adolph Green, and others; the new documentary Singin' in the Rain: Raining on a New Generation; a making-of piece; the 1996 PBS documentary Musicals Great Musicals: The Arthur Freed Unit at MGM, about the producer-songwriter behind Singin' in the Rain, An American in Paris, Meet Me in St. Louis and countless other musical classics; an outtake of the musical number "You Are My Lucky Star"; and an irresistible collection of clips from earlier movies that featured the songs included in this film (for instance, "Singin' in the Rain," first heard in The Hollywood Revue of 1929, actually appeared in at least 15 movies before getting a movie named after it!).