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 two mechanisms that sees the formation of a “closed” four-membered ring intermediate. One reagent is replaced with an ester carbanion 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 chemist names, for 10 points, what reaction that makes use of triphenyl phosphonium ylide reagents? ■END■ (10[1]0[5])

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
David NeimanCarnegie MellonMichigan B11910
Raifton BartlingMichigan StateOhio State A1190
Jacob GoodsonOhio State AMichigan State1190
Aditya PatnaikOhio State BOhio State C1190
Rohan Navaneetha RajOhio State COhio State B1190
Rachel FanousMichigan APittsburgh1190

Summary

2024 Penn Bowl Berkeley11/02/2024Y2100%0%0%79.50
2024 Penn Bowl CWRU11/02/2024Y425%0%0%119.00
2024 Penn Bowl Chicago11/02/2024Y888%38%25%82.14
2024 Penn Bowl Mainsite11/02/2024Y367%0%33%117.00
2024 Penn Bowl Texas11/02/2024Y250%0%0%116.00