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 |
| Mason Yu | Brown A | MIT A | 61 | 10 |
| Adsayan Ganesh | Warwick A | NYU C | 61 | 10 |
| Rohan Shelke | UC Berkeley B | Claremont B | 61 | 10 |
| Arya Karthik | Oxford A | Cambridge D | 61 | 10 |
| Stan Melkumian | Purdue | Notre Dame C | 70 | 10 |
| Justin Lee | Imperial A | Cambridge A | 77 | 10 |
| Jerry Vinokurov | John Jay College | Penn A | 80 | 10 |
| Maximilian Niebur | Johns Hopkins A | Columbia C | 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 |
| Drew Wetterlind | Iowa State | Winona State | 102 | 10 |
| Bill Zhao | Florida B | Valencia A | 102 | 10 |
| Jack Lewis | Bruin A | Georgia Tech A | 102 | 10 |
| Swapnil Garg | UC Berkeley A | UCLA | 102 | 10 |
| Kevin Park | Claremont A | UCSD | 102 | 10 |
| Eugenia Tong | Imperial B | Bristol | 102 | 10 |
| Cade Reinberger | RIT A | Cornell C | 103 | 10 |
| Ryan Rosenberg | NYU A | Maryland B | 103 | 10 |
| Ezra Santos | Chicago B | Missoui S&T | 104 | 10 |
| Jacob Finley | Notre Dame A | Iowa | 104 | 10 |
| Andy Yu | Maryland A | Haverford B | 104 | 10 |
| Foster Hughes | Minnesota B | Wisconsin B | 106 | 10 |
| Pranaav Senthilkumar | Cornell D | ESF A | 106 | 10 |
| 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 |
| Aaron Marchand | Carleton | Wisconsin A | 113 | 0 |
| Nithin Mendu | Wisconsin A | Carleton | 113 | 0 |
| Nathaniel Martin | Brandeis A | Brandeis B | 113 | 0 |
| Emilie Moore | RIT B | Binghamton A | 113 | 0 |
| Elijah O’Sick Johnson | Binghamton A | RIT B | 113 | 0 |
| Tiffany Zhou | Florida A | Florida State A | 113 | 0 |
| Trenton Burgess | Indiana B | Chicago D | 113 | 0 |
| Benny Feldman | Chicago D | Indiana B | 113 | 0 |
| Elliott Gomes | Dartmouth A | UMass Boston | 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 |
| 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 |
| 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 |
| 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 |