D’Oliveira ended unbeaten on 94 from 72 balls with four sixes and six fours, and Gwynne 71 not out as the pair shared an unbroken partnership of 171.
Worcestershire Assistant Head Coach, Kadeer Ali, was also in fine form with bat and ball for champions Smethwick in their drawn encounter with Wolverhampton.
Kadeer opened the innings, and his 89 off 136 balls contained ten fours, and he put on 181 for the second wicket with Kashif Ali.
Kashif’s 93 came off 116 deliveries with 12 boundaries in a total of 290-7.
Kadeer then got to work with the ball and had figures of 14-2-57-4 with his victims, including former Worcestershire batter Tom Fell (60) but Wolverhampton held on to close on 237-9.
Ed Pollock smashed 107 off 93 balls for Barnt Green in the drawn match against Berkswell.
Pollock cleared the ropes on five occasions and also collected 12 fours as Barnt Green closed on 202-7 in reply to Berkswell’s 242-7.
Dillon Pennington opened the bowling for Shrewsbury and struck the first two blows, while Academy player Harry Darley ended with 3-34 from 10 overs.
But Halesowen’s total of 251-8 proved too much for the Shrews, who were bowled out for 116 in 32.4 overs and went down by 135 runs.