Considering the surface is Har-Tru;
Federer v Sampras - Federer wins, this surface would suit Federer alot more than Sampras IMO. He moves better on clay and the pace would be right for him.
Becker v Newcombe - I don't know much about Newcombe on clay so I can't really comment other than to say from what I know I'd pick Becker.
Lendl v Djokovic - I think Djokovic wins, simply based on the fact that his 2011 incarnation is nearly unbeatable. Lendl didn't really have that superhuman top level as far as I'm aware.
Agassi v Rosewall - This match would be tight mainly because I think the raquets would be very tough for these guys to adjust to on the fly. I think whoever wins the coin toss and starts with their racquet of choice wins. Agassi might do slightly better with the wood than Rosewall with the 90's racquets, I don't think Rosewall could handle the power of Agassi unless he had lots of practice with the racquet.
Laver v McEnroe - This would be perhaps the best match of the lot. Racquets wouldn't make a huge difference I don't think (?). The style and shotmaking would be incredible. I think the surface favors the power of Laver that little bit more so I go for him in 5.
Borg v Nadal (daylight match) - I think Borg would adapt to modern racquets better than Nadal, plus he's had more experience on Har-Tru. So I think in this situation I'd go for Borg.
Wilander v Connors - Connors. Just a better player.
Edberg v Wilander - You mentioned Wilander twice?
That's my most uninformed opinion.
Sorry about Wilander. I meant to put Courier. I agree with BTURNER, I think he is a better choice than Vilas, and he keeps the number of lefties with heavy topspin forehands the same!
Having said that, here are my selections (all matches being close):
Federer v Sampras
FEDERER to win. HarTru takes enough edge off Sampras' game to give Federer a definite edge
Becker v Newcombe
NEWCOMBE to win. Veeery close, but Newcombe in a tight fifth set just because I think in the crunch his nerve would hold.
Lendl v Djokovic
TOSS-UP. The Wall against The Iron Man!
Agassi v Rosewall
ROSEWALL to win. Both rock solid at the baseline, but Rosewall wouldn't give Agassi the pace he likes. Agassi would give Rosewall trouble with his ROS, but Rosewall's greater options at the net would prevail.
Laver v McEnroe
LAVER to win. Again very close, but Laver's stronger backhand and better mental attitude would prevail
Borg v Nadal (daylight match)
BORG to win. Both rock soild from the baseline, but Borg just edging it with his changeup options at the net.
Wilander v Connors
TOSS-UP, but I tend to favour Connors. The Competitor would find a way.
Edberg v Courier
TOSS-UP. Both got to the finals of an unfavoured surface. Really don't know how to call this one.
With those in mind I will by-pass the quarters and say the semi-finalists would be:
Federer, Borg, Laver, Rosewall
which I suppose summarises my own rankings for players in my lifetime (neglecting Gonzales). At that point I would say it was a coin toss from there on in, I can't choose between them, and I'd be happy to have any of the four play for my life.
And just for fun, here is another last 16 lineup, same players, but more interesting match-ups:
BORG v SAMPRAS
LENDL v NEWCOMBE (I'd like to see Lendl try to tube
him. I foresee fisticuffs!)
AGASSI v CONNORS
LAVER v FEDERER
NADAL v MCENROE (put your money where your mouth is John!)
DJOKOVIC v EDBERG (The Wall against The Volleyer)
ROSEWALL v BECKER (the great little guy against the big server)
WILANDER v COURIER
Something else to get your brains working
