Well they've got 15 guys under contract, so no. But if we made it Giddens and Tony for Dooling and CDR i think it does. Or you could just do Dooling for Scal.
I love your expiring contract theory
1. Dooling is locked into reasonable dollars for a reasonable term. You'd be lucky to get a PG in free agency at his dollar figure.
2. Scalabrine and Allen have negative trade value UNLESS the Celtics are willing to take back a bad contract, which Dooling doesn't fit.
Would they take Scal, Allen, Giddens, and a future 2nd for Hassell, Dooling, and CDR? I'm not sure that Giddens has shown enough to be considered an upgrade of CDR.