My DD (then 5) was grade skipped from K to 1st Grade after one week of school. She was originally concerned about the skip because she had made friends and liked where she was. Her school allowed her the option of a grade skip with the potential to change back if things did not work out. That seemed to give her the extra courage to make the skip. Two years later, everything has worked beautifully with the grade skip and there have been no regrets.
With your son, you may want to ask him specific questions. Are you concerned about being the smallest or youngest kid in the class? Are you concerned about other children making better grades? Are you concerned about P.E. or physical abilities? Are you concerned with learning cursive writing? Are you concerned about harder work or more homework?
Once you narrow down his concerns, it will be easier to work through them.
Good luck!
