Whenever an Entitlement View is used to request access for a user (that is triggered via a request button) the setting Initial set of entitlements to show: Matching (roles that user matches the role membership rule) from the entitlement view is ignored. While if the default request button is used the entitlement setting is not ignored and the shown entitlements are scoped correctly.

How it looks via the Entitlement View Preview option

How it looks via the Add Entitlement option

How it looks using the “Add using request sources” button

It ignores the filter of showing only the roles the user matches the membership rule but instead shows all the roles.