This reaction is the basis for a modification that uses electron-deficient reagents in a mixture of KHMDS and 18-crown-6. Semi-stabilized aryl reagents in this reaction do not achieve stereoselectivity, unlike stabilized ester or unstabilized alkyl reagents. Maryanoff and Reitz coined the term “stereochemical drift” to describe the interconversion of betaine intermediates in this reaction, which can be controlled using the Schlosser modification. A modification of this reaction that uses carbanion reagents to preferentially synthesize E products was proposed by Leopold Horner. In lithium-free conditions, this reaction proceeds via a four-atom oxaphosphetane intermediate. For 10 points, name this reaction that uses a triphenyl phosphonium ylide (“ILL-id”) reagent to convert a carbonyl group into an alkene. ■END■
| California | 2025-02-01 | Y | 3 | 100% | 0% | 0% | 88.33 |
| Florida | 2025-02-01 | Y | 2 | 50% | 0% | 0% | 102.00 |
| Great Lakes | 2025-02-01 | Y | 5 | 60% | 0% | 0% | 102.67 |
| Midwest | 2025-02-01 | Y | 6 | 83% | 0% | 0% | 57.60 |
| North | 2025-02-01 | Y | 3 | 67% | 0% | 0% | 104.00 |
| Northeast | 2025-02-01 | Y | 5 | 60% | 0% | 0% | 49.00 |
| Overflow | 2025-02-01 | Y | 4 | 100% | 0% | 0% | 73.25 |
| South Central | 2025-02-01 | Y | 2 | 100% | 0% | 0% | 67.50 |
| Southeast | 2025-02-01 | Y | 4 | 50% | 0% | 0% | 101.50 |
| UK | 2025-02-01 | Y | 10 | 70% | 0% | 0% | 91.43 |
| Upper Mid-Atlantic | 2025-02-01 | Y | 8 | 88% | 0% | 0% | 79.29 |
| Upstate NY | 2025-02-01 | Y | 3 | 67% | 0% | 0% | 104.50 |
| Player | Team | Opponent | Buzz Position | Value |
|---|---|---|---|---|
| Matt Schiavone | Northwestern A | Georgetown A | 30 | 10 |
| Max Neal | Harvard B | BU | 33 | 10 |
| Adam Fine | Chicago A | Missouri | 41 | 10 |
| Richard Niu | Cornell B | Vassar A | 42 | 10 |
| Akshar Goyal | Illinois A | WashU A | 43 | 10 |
| Yash Mandavia | Illinois B | WashU B | 43 | 10 |
| Noah Chen | Columbia B | George Washington B | 49 | 10 |
| Arjun Nageswaran | Harvard A | Tufts A | 53 | 10 |
| Viraj Negandhi | Texas B | TAMU | 53 | 10 |
| Alex Akridge | Indiana A | Chicago C | 57 | 10 |
| Arya Karthik | Oxford A | Cambridge D | 61 | 10 |
| Adsayan Ganesh | Warwick A | NYU C | 61 | 10 |
| Rohan Shelke | UC Berkeley B | Claremont B | 61 | 10 |
| Mason Yu | Brown A | MIT A | 61 | 10 |
| Stan Melkumian | Purdue | Notre Dame C | 70 | 10 |
| Justin Lee | Imperial A | Cambridge A | 77 | 10 |
| Maximilian Niebur | Johns Hopkins A | Columbia C | 80 | 10 |
| Jerry Vinokurov | John Jay College | Penn A | 80 | 10 |
| Bryan Ugaz | ASU | Texas A | 82 | 10 |
| Allan Lee | Stanford B | Northwestern B | 89 | 10 |
| Calvin Bostleman | Ohio State A | Michigan C | 94 | 10 |
| Frederick Rivas-Giorgi | Yale A | George Washington A | 97 | 10 |
| Enina Edosomwan | Case Western A | Ohio State B | 101 | 10 |
| Rohan Dalal | Georgia Tech C | Tennessee A | 101 | 10 |
| Bill Zhao | Florida B | Valencia A | 102 | 10 |
| Eugenia Tong | Imperial B | Bristol | 102 | 10 |
| Swapnil Garg | UC Berkeley A | UCLA | 102 | 10 |
| Kevin Park | Claremont A | UCSD | 102 | 10 |
| Drew Wetterlind | Iowa State | Winona State | 102 | 10 |
| Jack Lewis | Bruin A | Georgia Tech A | 102 | 10 |
| Ryan Rosenberg | NYU A | Maryland B | 103 | 10 |
| Cade Reinberger | RIT A | Cornell C | 103 | 10 |
| Ezra Santos | Chicago B | Missoui S&T | 104 | 10 |
| Andy Yu | Maryland A | Haverford B | 104 | 10 |
| Jacob Finley | Notre Dame A | Iowa | 104 | 10 |
| Foster Hughes | Minnesota B | Wisconsin B | 106 | 10 |
| Pranaav Senthilkumar | Cornell D | ESF A | 106 | 10 |
| Tiffany Zhou | Florida A | Florida State A | 113 | 0 |
| Biyang Zhang | Michigan B | Kenyon | 113 | 0 |
| Yashwanth Bajji | Michigan A | Michigan D | 113 | 10 |
| David Nieman | Carnegie Mellon A | Michigan State | 113 | 0 |
| Cade Smith | Michigan State | Carnegie Mellon A | 113 | 0 |
| Trenton Burgess | Indiana B | Chicago D | 113 | 0 |
| Benny Feldman | Chicago D | Indiana B | 113 | 0 |
| Shiv Seshan | Cambridge B | Oxford C | 113 | 0 |
| Benjamin Watson | Oxford C | Cambridge B | 113 | 0 |
| Hamish Campbell | Durham | Manchester | 113 | 0 |
| Joel Crossley | Manchester | Durham | 113 | 0 |
| Alex Baker | Cambridge C | Oxford B | 113 | 10 |
| Tobin Payne | Warwick B | Sheffield | 113 | 10 |
| Roselyn Daffin | Southampton A | LSE | 113 | 0 |
| Andy Huff | LSE | Southampton A | 113 | 0 |
| Lewis Strachan | Cambridge E | Southampton B | 113 | 0 |
| Joel Dicker | Southampton B | Cambridge E | 113 | 10 |
| Vinayak Singh Bhadoriya | NYU B | Haverford A | 113 | 0 |
| Arjun Bothra | Haverford A | NYU B | 113 | 0 |
| Aaron Marchand | Carleton | Wisconsin A | 113 | 0 |
| Nithin Mendu | Wisconsin A | Carleton | 113 | 0 |
| Nathaniel Martin | Brandeis A | Brandeis B | 113 | 0 |
| Elliott Gomes | Dartmouth A | UMass Boston | 113 | 0 |
| Emilie Moore | RIT B | Binghamton A | 113 | 0 |
| Elijah O’Sick Johnson | Binghamton A | RIT B | 113 | 0 |
| Matthew Sumanen | Georgia Tech B | Alabama A | 113 | 0 |
| Harris Beckner | Alabama A | Georgia Tech B | 113 | 0 |
| Monish Jampala | Georgia Tech D | Vanderbilt A | 113 | 0 |
| Brina Ratangee | Vanderbilt A | Georgia Tech D | 113 | 0 |