Summary: CHM 7200 Organic Structures and Mechanisms Fall Term 2007
Problem Set 4: This problem set is now available at (www.blackboard.wayne.edu). It will be due
in class 7 days (10/12/07) from today (10/05/07). 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: Provide clear 3D depictions of the transition states for the following hydroborations.
Specifically point out each factor responsible for the observed turnover in selectivity (Tatsuda,
K. et al. Tetrahedron Lett., 1991, 6015-6018.).
Me
OH
OBn
OH
Me
1) 1 equiv.
(Cy)2BH
2) H2O2
1) 1 equiv.
BH3
2) H2O2
Me

Source: Andreana, Peter R. - Department of Chemistry, Wayne State University

Collections: Chemistry