Question

The D-site loses this structure due to distortion by Glu and Asp side chains in the mechanism of lysozyme. The Zimmerman-Traxler model predicts the aldol reaction's stereochemistry by assuming the transition state has this specific structure and analyzing the steric interactions. Transition states with this structure are thermodynamically (-5[1])favored for [3+3]-rearrangements like the Claisen and (*) Cope rearrangements. The Newman projection for this conformation is fully staggered, (-5[1])while it is fully gauche for a different conformation that experiences ■END■

ANSWER: chair conformation [prompt on ring or cyclic structure; prompt on cyclohexane]
<JZ, Chemistry>
= Average correct buzz position

Back to tossups

Buzzes

PlayerTeamOpponentBuzz PositionValue
Joy AnHarvardTufts A47-5
Aalok BhattacharyaBoston College ATufts B65-5
Richard LinAmherstClark House8610
Richard LimBowdoin CYale10710
Nathan SheffieldMITClark Wilson11210
Nathaniel MartinBrandeis BBowdoin A1160
Riley RoesslerBowdoin BBoston College B11610
Peter ScullyTufts BBoston College A11610
Cecile ThomasTufts AHarvard11610
Dash RumbleBowdoin ABrandeis B1160
Jonathan SchnipperBrandeis ABU1160
Kai McFarlandBUBrandeis A1160