Question

In 2012, Byrne and Gilheany affirmed this reaction progresses differently in salt-containing and salt-free conditions, with the latter scenario being susceptible to “stereochemical drift.” In one mechanism, (15[1])this reaction begins with a [2+2] cycloaddition followed by a fragmentation step. One reagent is replaced with a resonance-stabilized ester carbanion in a variant of this reaction partly named for Leopold Horner. In a modification (15[1])to this reaction, the (15[1])use of (*) phenyllithium leads to the preferential formation of (E)-isomers. This reaction’s intermediate exists in an equilibrium between betaine (10[1])(“bay-tah-een”) and oxaphosphetane (“ock-sah-FOSS-fuh-tain”) forms. This is the most popular reaction used to convert a carbonyl into an alkene. A German chemist names, for 10 points, what reaction that makes use of triphenyl phosphonium ylide reagents? ■END■

ANSWER: Wittig reaction [or Wittig olefination; accept Wittig reagent; accept Horner-Wadsworth-Emmons reaction or HWE reaction until “Horner” is read]
<Kane Nguyen, Chemistry>
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Buzzes

PlayerTeamOpponentBuzz PositionValue
Eric MukherjeeIll-Advised Buzzbruh2615
Tracy MirkinStatler and Waldorfesque Former Penn Bowl EditorsKhalil v Carbolic Shisha Ball Co6115
Stephen LiuWe joppingOh you like geography? Name every Forrest.6515
Dan NiTOADWhy the Kremlin Hates Bananas8410

Summary

2024 Penn Bowl Playtest10/12/2024Y4100%75%0%59.00