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CHM 7200 Organic Structures and Mechanisms Fall Term 2007 Problem Set 8: This problem set is now available at (www.blackboard.wayne.edu). It will be due
 

Summary: CHM 7200 Organic Structures and Mechanisms Fall Term 2007
Problem Set 8: This problem set is now available at (www.blackboard.wayne.edu). It will be due
in class 7 days (11/16/07) from today (11/09/07). 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: Draw the mechanism for the following.
HO
TBSO
Pd(OAc)2 (1.5 eq)
ethylvinyl ether (4 eq)
NaOAc (2 eq), NaI (0.2 eq)
H2C=CHCOC5H11 (20 eq)
rt, 3 h, 72% (endo:exo = 3:1)
PPTS, EtOH
98% (exo only)
1)
2)
(S)-BINAL-H
70%
0.25 N HCl

  

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

 

Collections: Chemistry