Summary: CHM 7200 Organic Structures and Mechanisms Fall Term 2005
Problem Set 6: This problem set is now available at (www.blackboard.wayne.edu). It will be due
in class 7 days (11/07/05) from today (10/31/05). Grades will be administered as follows: 5
(exceptional effort), 4 (complete), 3 (incomplete or inadequate effort), 2 (poor effort), 0
(nonexistent). No late problem sets will be accepted.
1. Problem: The Zimmerman-Traxler transition state nicely correlates starting enolate geometry
and product aldol stereochemistry. This point is illustrated in equation 1 below in the
correlation of the (Z) enolate geometry with the syn aldol product stereochemistry. The intent
of this question is to have you ponder the related addition to the illustrated imine (eq 2)..