This reaction is followed by bromination and rearrangement steps to generate flavonols in the Auwers synthesis. Proline catalyzes an asymmetric version of this reaction used to generate Hajos-Parrish (“high-OHSH-pare-ish”) ketones for steroid synthesis. This reaction forms citrate from oxalo·acetate and acetyl-CoA in the first step of the TCA cycle. This reaction’s chair-like intermediate determines its stereochemistry according to the (*) Zimmerman-Traxler model. This reaction follows a Michael addition in the mechanism for the Robinson Annulation. Under basic conditions, this reaction’s final step occurs via an E1cB mechanism to form an alpha-beta unsaturated product. For 10 points, name this reaction where an enolate attacks a carbonyl to make a product with both aldehyde and alcohol groups. ■END■
| 2025 Penn Bowl - Stanford | 10/25/25 | Y | 4 | 75% | 25% | 50% | 50.00 |
| 2025 Penn Bowl - Northwestern | 10/25/25 | Y | 4 | 50% | 25% | 50% | 67.50 |
| 2025 Penn Bowl - Mainsite (UPenn) | 11/01/25 | Y | 6 | 83% | 17% | 17% | 77.40 |
| 2025 Penn Bowl - BU | 11/01/25 | Y | 3 | 67% | 33% | 33% | 52.50 |
| 2025 Penn Bowl - CWRU | 11/01/25 | Y | 3 | 0% | 0% | 0% | 0.00 |
| 2025 Penn Bowl - UNC | 11/01/25 | Y | 3 | 33% | 33% | 0% | 39.00 |
| 2025 Penn Bowl - WashU | 11/01/25 | Y | 2 | 0% | 0% | 100% | 0.00 |
| 2025 Penn Bowl - Ottawa | 11/01/25 | Y | 7 | 29% | 14% | 29% | 57.00 |
| 2025 Penn Bowl - UK | 11/01/25 | Y | 8 | 88% | 13% | 25% | 94.71 |
| 2025 Penn Bowl - Online | 11/08/25 | Y | 2 | 50% | 0% | 50% | 106.00 |
| 2025 Penn Bowl - Murray State | 11/08/25 | Y | 1 | 0% | 0% | 100% | 0.00 |
| Player | Team | Opponent | Buzz Position | Value |
|---|---|---|---|---|
| Vivek Sasse | Hail to the Sheaf | To buzz is to be perceived | 26 | -5 |
| Ewan MacAulay | Washed Scrubs | Galactic Ombudsmen | 31 | 15 |
| Ted Warner | Bristold | The Bit and the Penndulum | 39 | -5 |
| Michael Wu | Coughing Baby | Penn and the Art of Tossup-Bonus cycle Maintenance | 72 | 10 |
| Ethan Webb | Of Mice and Penn | Chimp Brisket | 110 | 10 |
| Daoud Jackson | To buzz is to be perceived | Hail to the Sheaf | 112 | 10 |
| Nathan Long | Quiztian Bale in Ratman Begins | question mark | 112 | 10 |
| Robert Crawley | Paul Quifford, or, It Was a Dark and Stormy Tournament | Knorr Stock Clue | 113 | 0 |
| Brendan Bethlehem | Knorr Stock Clue | Paul Quifford, or, It Was a Dark and Stormy Tournament | 113 | 10 |
| Eugenia Tong | The Bit and the Penndulum | Bristold | 113 | 10 |
| Danny Fisher | Alas poor Warwick, I knew him Edinburgh | why is it called a score clue if nobody scores points on it | 113 | 0 |
| CT Tang | why is it called a score clue if nobody scores points on it | Alas poor Warwick, I knew him Edinburgh | 113 | 0 |