Mid-Week Fun Pt. 2: The Revenge…
I think it’s quite probably time to de-stress a bit, so we’ve got a fantastic second set of named reaction problems created by our game-show-style host, Simon. This batch are considerably more difficult than the last, so I’ll be impressed if anyone can get a correct set of answers in two hours like last time… (busy today, Dr. Porter?). You can find them here.
The first correct set are in… and the winners are “Davey Stoker and the rest of the Pattenden Monkeys at Nottingham” (direct quote…)! Well done folks… Also, a nearly-there-but-not-quite for Dr. Helen Sheldrake (reconsider 8 and 16…). Finally, the last answers emailed in were from the Jamison Group (no. 17 was wrong…) and from Mike Porter (just a few missing)… but the answers are now in the comments.
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1. Luche reduction
2. Finkelstein
3. Suzuki coupling
4. Rubottom oxidation
5. Schotten-Baumann
6. Arbusov reaction
7. Friedal-crafts alkylation
8. Curtius rearrangement
9. Benzoin condensation
10. Carroll rearrangement
11. Barton-mcCombie
12. Simmons-Smith
13. Pommeranz-Fritsch
14. Patterno-Buchi
15. Shapiro
16. Passerini
17. Wenker synthesis
18. Nozaki-Hiyama-Kishi
19. Buchwald-Hartwig Amination
20. Dotz
Those ‘monkeys’ in the Pattenden group were the only ones to get them all correct!!! They must be realllyyyy good!!!!!
So who is the Curt in no. 8? – looks like Roy Hattersley to me…
Its Kurt Alder!!!!!!!!
This last set provided the British groups with an unfair advantage.
“Carrol Rearrangement” was difficult to solve. But I guess there isn’t a “Vanna White Rearrangement.”
let’s see total synthesis of platencin.
http://www.pnas.org/cgi/content/abstract/0700746104v1