Question
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■
Summary
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 |
Buzzes
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 |
Rohan Shelke | UC Berkeley B | Claremont B | 61 | 10 |
Mason Yu | Brown A | MIT A | 61 | 10 |
Arya Karthik | Oxford A | Cambridge D | 61 | 10 |
Adsayan Ganesh | Warwick A | NYU C | 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 |
Swapnil Garg | UC Berkeley A | UCLA | 102 | 10 |
Kevin Park | Claremont A | UCSD | 102 | 10 |
Bill Zhao | Florida B | Valencia A | 102 | 10 |
Drew Wetterlind | Iowa State | Winona State | 102 | 10 |
Jack Lewis | Bruin A | Georgia Tech A | 102 | 10 |
Eugenia Tong | Imperial B | Bristol | 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 |
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 |
Tiffany Zhou | Florida A | Florida State A | 113 | 0 |
Cade Smith | Michigan State | Carnegie Mellon 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 |
Benny Feldman | Chicago D | Indiana B | 113 | 0 |
Trenton Burgess | Indiana B | Chicago D | 113 | 0 |
Nithin Mendu | Wisconsin A | Carleton | 113 | 0 |
Aaron Marchand | Carleton | Wisconsin A | 113 | 0 |
Elliott Gomes | Dartmouth A | UMass Boston | 113 | 0 |
Nathaniel Martin | Brandeis A | Brandeis B | 113 | 0 |
Harris Beckner | Alabama A | Georgia Tech B | 113 | 0 |
Brina Ratangee | Vanderbilt A | Georgia Tech D | 113 | 0 |
Monish Jampala | Georgia Tech D | Vanderbilt A | 113 | 0 |
Matthew Sumanen | Georgia Tech B | Alabama A | 113 | 0 |
Benjamin Watson | Oxford C | Cambridge B | 113 | 0 |
Lewis Strachan | Cambridge E | Southampton B | 113 | 0 |
Joel Dicker | Southampton B | Cambridge E | 113 | 10 |
Shiv Seshan | Cambridge B | Oxford C | 113 | 0 |
Roselyn Daffin | Southampton A | LSE | 113 | 0 |
Andy Huff | LSE | Southampton A | 113 | 0 |
Alex Baker | Cambridge C | Oxford B | 113 | 10 |
Tobin Payne | Warwick B | Sheffield | 113 | 10 |
Hamish Campbell | Durham | Manchester | 113 | 0 |
Joel Crossley | Manchester | Durham | 113 | 0 |
Vinayak Singh Bhadoriya | NYU B | Haverford A | 113 | 0 |
Arjun Bothra | Haverford A | NYU B | 113 | 0 |
Emilie Moore | RIT B | Binghamton A | 113 | 0 |
Elijah O’Sick Johnson | Binghamton A | RIT B | 113 | 0 |