Obama may think that with her apparently good-natured and affable personality she will manage to persuade Kennedy to join the liberals more frequently. But then again if she failed miserably to do exactly that as Solicitor General, I can't see how she will manage it as a Justice.
Not to mention that Wood had a proven record of actually persuading conservatives to join her opinions.
Now, now, be fair. Kagan has showed she's able to presuade conservatives to go with her oppinion. She even managed to get Alito to agree with her on dog fighting videos. (It's apperently the liberals, the moderate, and some of the conservatives that is harder to convince.)