With a couple of new stories that take place in Oz coming out soon, I thought what if they remade the original, true to the original. That means we need actors who can also sing.
Characters
Dorothy
Glinda
Scarecrow
Tin Man
Lion
Wizard
Wicked Witch
Dorothy
Britt Flatmo the 15 year old actor has just broken onto the scene with her role in last Summer's "Super 8." It's important that Dorothy be kept relatively young, she was 8 in the books, and while Judy Garland was a little older, she was still only 16 during shooting. As for singing,
she certainly has pipes. My biggest worry about Flatmo is that she's never headlined a film before, not even close. Clearly she demonstrated that she could fill her scenes with emotion in Super 8, but not only did she not have to carry that film, her scenes were more about others reacting to her then anything she was doing. Showing the emotional arc of wanting to run away from home to knowing that there's no place like home is a big job for any actor, especially for one with so little experience, but a role like this requires someone from left field, and in the few scenes we've seen her in, I get the feeling Flatmo could pull it off.
Glinda
Jennifer Hudson-While her dramatic turn in "Dream Girls" won her an Oscar, Hudson has not had much movie success since then. Though, I tend to believe her acting range is a little limited, her singing voice certainly is not, and the role of Glinda would probably end up a little more important in the soundtrack then the final cut. That being said, as the Oscar demonstrates, no one doubts Hudson could hold her on, and with her angelic face, no one would doubt that she was the good witch, since only bad witches are ugly.
Scarecrow
Alan Cummings the versatile actor and director may be best known today for his role on "The Good Wife," but has grown up on stage in both plays and musicals. On film he sang in the recent movie musical "Burlesque" as well as narrating "Reefer: The Movie Musical" on Showtime. Cummings' career has tended towards roles that are distinctly more adult, however he had a role in several of the Spy Kid films.
Tin Man

The role of the Tin Man requires a face that can take you on a journey. My first thought was
Eric Dane Cummings' co-star in "Burlesque" and the big hearted surgeon on "Gray's Anatomy," but I realized that
Jamie Foxx hasn't been terribly busy lately. The star of musicals such as "Ray" and "Dream Girls" certainly has the ability to play both sides of the does he have a heart question, and a voice that would set this production apart.
Lion

If there is an actor in Hollywood with more pure manic energy that
Robin Williams, I've never seen him. Williams is the kind of actor that would fill up the cowardly lion role to the brim. While he certainly is not renowned for his singing, don't forget his turn as the Genie in "Aladin." Williams is going through a bit of a career down turn, so a major (if supporting) role in a big picture would work out perfectly for him, and while that energy may have the effect of overpowering some of the smaller characters in the cast, Williams has shown that he can town it down in films such as "Good Will Hunting" in order to play effectively within the ensemble.
Wizard

For the role of the Wizard, I decided to go for someone who looked grandfatherly. When we discover that he is a fraud, I don't think the audience should feel angry, just disappointed. So I went with the 76 year old Alan Alda. Though he's gone on to do quite a bit since that time, Alda will forever be remembered as the rapscallion Hawkeye Pierce on "MASH." Much like he would need to in this role, Alda always managed to make us root for Pierce, even as he went about causing trouble. The warm eyes he would need to try and sooth things over, in fact have recently been put to good use as Dr. Atticus Sherman on the dramedy "The Big C"
Wicked Witch

My first thought for the role is the terrifying
Deborah Ann Woll from True Blood, but her evil lurks beneath a shiny surface, much like the queen in "Snow White" the original "Wizard of Oz" production on the other hand, made a specific choice to have their witch be made to look ugly, an approach I just don't think would work with Woll. So I thought I would go a more traditional route.
Helena Bonham Carter is no stranger to suiting up as the bad guy, whether as the Red Queen in "Alice in Wonderland" or Bellatrix Lestrange in "Harry Potter," Carter knows how to play ugly and wicked. While her part certainly wouldn't require it, she wouldn't feel out of place in a musical having already pumped out "Sweeney Todd."