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 |
| Viraj Negandhi | Texas B | TAMU | 53 | 10 |
| Arjun Nageswaran | Harvard A | Tufts A | 53 | 10 |
| Alex Akridge | Indiana A | Chicago C | 57 | 10 |
| Arya Karthik | Oxford A | Cambridge D | 61 | 10 |
| Rohan Shelke | UC Berkeley B | Claremont B | 61 | 10 |
| Adsayan Ganesh | Warwick A | NYU C | 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 |
| 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 |
| Rohan Dalal | Georgia Tech C | Tennessee A | 101 | 10 |
| Enina Edosomwan | Case Western A | Ohio State B | 101 | 10 |
| Swapnil Garg | UC Berkeley A | UCLA | 102 | 10 |
| Kevin Park | Claremont A | UCSD | 102 | 10 |
| Jack Lewis | Bruin A | Georgia Tech A | 102 | 10 |
| Eugenia Tong | Imperial B | Bristol | 102 | 10 |
| Bill Zhao | Florida B | Valencia A | 102 | 10 |
| Drew Wetterlind | Iowa State | Winona State | 102 | 10 |
| Ryan Rosenberg | NYU A | Maryland B | 103 | 10 |
| Cade Reinberger | RIT A | Cornell C | 103 | 10 |
| Jacob Finley | Notre Dame A | Iowa | 104 | 10 |
| Andy Yu | Maryland A | Haverford B | 104 | 10 |
| Ezra Santos | Chicago B | Missoui S&T | 104 | 10 |
| Foster Hughes | Minnesota B | Wisconsin B | 106 | 10 |
| Pranaav Senthilkumar | Cornell D | ESF A | 106 | 10 |
| 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 |
| Biyang Zhang | Michigan B | Kenyon | 113 | 0 |
| Yashwanth Bajji | Michigan A | Michigan D | 113 | 10 |
| 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 |
| 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 |
| Tiffany Zhou | Florida A | Florida State A | 113 | 0 |
| 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 |
| 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 |