To me it feels a bit too overt having the flashback in the same scene, especially because Star Wars typically doesn’t do stuff like that to make its connections. I almost wish the edit could establish viewing Anakin through that lens earlier so that when this scene shows up the similarity could click into place for the audience without forcing it.
The only way I can think of to do that would be if the deleted scene from the refugee ship where Anakin has a nightmare about Shmi and Padme wakes him up could be reinstated before they arrive on planet for this sequence. That scene includes Anakin’s dialogue: “I left Tatooine so long ago that my memory of her is fading. And I don’t want to lose it.” which I think does a great job of pointing the audience’s view of Anakin in that sort of pseudo-orphaned-rescue direction and makes him more sympathetic. It also would remind the audience of the Shmi nightmare plot point rather than just establishing it once with the conversation with Obi-Wan at the beginning and then waiting all the way until it shows up again right before they head to Tatooine. Perhaps the orphaned-rescue point could be further driven home if we could see into his nightmare before he wakes up on the ship (like we do in Revenge of the Sith) and there you could put flashbacks to his goodbye to his mom (“I don’t want things to change” as Skybatman thinks is best) and his interaction with Padme on the way to Coruscant (“It’s very cold” as Jar Jar Bricks thinks is best) all coming to a climax with Shmi screaming for Anakin to help her as he wakes up.
All of that being said, trying to use that deleted scene would be a nightmare. Trying to fit it into the pacing would be difficult. It would probably also create tonal whiplash where we go from the sombre nightmare into happy again with arriving on Naboo and meeting the family back into sombre with the bedroom scene. And then there’s the fact that there is some obvious unfinished VFX in that scene that would either need to be fixed or adjusted in some way to make it less apparent. I thought maybe this wasn’t even worth suggesting because of these issues, but perhaps contributing this to the discussion could stir up some other more achievable ideas that create a similar result?