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.” A [2+2] cycloaddition begins one of this reaction’s mechanisms; that mechanism also sees the formation of a four-membered ring intermediate. One reagent is replaced with an ester (15[1])carbanion (-5[1])in a variant of this reaction partly named for Leopold Horner. This reaction’s intermediate exists in an equilibrium between (*) betaine (“bay-tah-een”) and oxaphosphetane (“ock-sah-FOSS-fuh-tain”) forms. Phenyllithium aids in the preferential formation of (E)-isomers in this reaction’s Schlosser modification. This is the most popular reaction used to convert a carbonyl into an alkene. A German (10[1])chemist names, for 10 points, what reaction that makes use of triphenyl phosphonium (10[1])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>
= Average correct buzz position

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Buzzes

PlayerTeamOpponentBuzz PositionValue
Ilyas ChoukriVirginia Tech ARIT A5015
Vincent DuUNC ADuke A51-5
Michael EngUNC BUNC C10310
Jacob EgolDuke AUNC A11610

Summary

2024 Penn Bowl Florida10/26/2024Y2100%50%0%92.00
2024 Penn Bowl Harvard10/26/2024Y475%25%0%66.33
2024 Penn Bowl UK10/26/2024Y580%40%20%87.50
2024 Penn Bowl UNC10/26/2024Y3100%33%33%89.67