You have to set the transform of the context to match your imageView's transform before you start drawing into it.
i.e.,
CGAffineTransform transform = CGAffineTransformIdentity;
transform = CGAffineTransformTranslate(transform, boundingRect.size.width/2, boundingRect.size.height/2);
transform = CGAffineTransformRotate(transform, angle);
transform = CGAffineTransformScale(transform, 1.0, -1.0);
CGContextConcatCTM(context, transform);
// Draw the image into the context
CGContextDrawImage(context, CGRectMake(-imageView.image.size.width/2, -imageView.image.size.height/2, imageView.image.size.width, imageView.image.size.height), imageView.image.CGImage);
// Get an image from the context
rotatedImage = [UIImage imageWithCGImage: CGBitmapContextCreateImage(context)];
and check out Creating a UIImage from a rotated UIImageView.
EDIT: if you don't know the angle of rotation of the image you can get the transform from the layer property of the UIImageView:
UIGraphicsBeginImageContext(rotatedImageView.image.size);
CGContextRef context = UIGraphicsGetCurrentContext();
CGAffineTransform transform = rotatedImageView.transform;
transform = CGAffineTransformScale(transform, 1.0, -1.0);
CGContextConcatCTM(context, transform);
// Draw the image into the context
CGContextDrawImage(context, CGRectMake(0, 0, rotatedImageView.image.size.width, rotatedImageView.image.size.height), rotatedImageView.image.CGImage);
// Get an image from the context
UIImage *newRotatedImage = [UIImage imageWithCGImage: CGBitmapContextCreateImage(context)];
UIGraphicsEndImageContext();
You will have to play about with the transform matrix to centre the image in the context and you will also have to calculate a bounding rectangle for the rotated image or it will be cropped at the corners (i.e., rotatedImageView.image.size is not big enough to encompass a rotated version of itself).