Cargar imagen desde iOS usando ASIHTTPRequest

Conozco tu problema... Me he enfrentado a un problema similar... Tienes que dar la ruta de la imagen... El siguiente código obtendrá la imagen de la ruta... si la imagen está en el índice de tu directorio, tienes que obtener la camino un poco diferente... Prueba esto y avísame...

        NSArray *paths = NSSearchPathForDirectoriesInDomains(NSDocumentDirectory, NSUserDomainMask, YES); 
        NSString *documentsDirectory = [paths objectAtIndex:0]; // Get documents folder
        NSString *dataPath = [documentsDirectory stringByAppendingPathComponent:@"photo.jpg"];
[request setFile:[NSURL URLWithString:dataPath] forKey:@"photo"];

//IF the photo is in directory index use the following code to get the url
NSString *filename = [[NSBundle mainBundle] pathForResource:@"photo" ofType:@"png"];
[request setFile:[NSURL URLWithString:filename] forKey:@"photo"];

Bien, aquí está el código que tienes que escribir para UIImagePicker

- (void) imagePickerController:(UIImagePickerController *)thePicker didFinishPickingMediaWithInfo:(NSDictionary *)imageInfo 
{
    imagePicker = nil;

    UIImage *image = [imageInfo objectForKey:@"UIImagePickerControllerEditedImage"];
    image = [image roundedCornerImage:23.5 borderSize:1];




    // Get the data for the image as a JPEG
    NSData* imageData = UIImageJPEGRepresentation(image, 0.5);

    // Give a name to the file
    NSString* imageName = @"photo.png";

    // Now, we have to find the documents directory so we can save it
    // Note that you might want to save it elsewhere, like the cache directory, or something similar.
    NSArray* paths = NSSearchPathForDirectoriesInDomains(NSDocumentDirectory, NSUserDomainMask, YES);
    NSString* documentsDirectory = [paths objectAtIndex:0];

    // Now we get the full path to the file
    NSString* fullPathToFile = [documentsDirectory stringByAppendingPathComponent:imageName];
    [imageData writeToFile:fullPathToFile atomically:NO];
    myPicture = imageData;
    myPicturePath = fullPathToFile;    

    // Dismissing the image picker view
    [self dismissModalViewControllerAnimated: YES];
}

Mientras carga la imagen, use este código. Tendrá la ruta myPicture configurada desde el selector de imágenes.

Request setFile:myPicturePath forKey:@"photo"];

El siguiente código es para obtener la imagen del directorio del documento y enviarla.

NSArray* paths = NSSearchPathForDirectoriesInDomains(NSDocumentDirectory, NSUserDomainMask, YES);
                NSString* documentsDirectory = [paths objectAtIndex:0];

                // Now we get the full path to the file
                NSString* fullPathToFile = [documentsDirectory stringByAppendingPathComponent:@"photo.png"];
                [imageData writeToFile:fullPathToFile atomically:NO];

                [Request setFile:fullPathToFile forKey:@"photo"];