12:00-1:15 PM, MW, 228 EBERL
This
introductory graduate level course presents the basic principles of synthetic
methodology, retrosynthesis, and the tactics and strategies of total synthesis.
Chem 2310 is not a
prerequisite for this course, however a sound knowledge of the material covered
in the sophomore organic courses
0310 and 0320 (or equivalent) is.
There are three major sections to this course:
¥ (a) Core
chapters on basic synthetic
methodologies and retrosynthetic planning. Asymmetric synthesis is an important
characteristic of modern organic chemistry, and therefore we will often stress
enantioselective and diastereoselective processes, mechanisms, and transition
state analysis.
¥ (b) Special
topics, such as heterocyclic,
pericyclic, medicinal, organometallic, combinatorial, and microwave
chemistry.
¥ (c) Advanced chapters on natural product and complex molecule synthesis strategies.
Every section includes ample examples
from the chemical literature and is concluded by an exam. In principle,
progress to the next section depends on class performance.
Class
Topics & Partial Lecture Notes: See
our course web page at http://ccc.chem.pitt.edu/wipf/Courses/2320_07.html.
Journal
Club: Mondays 5:00-5:50 PM, 130 CHVRN. Based
on student participation; voluntary, but may be used for extra credit. Please follow the format of the Sample
Presentation. Material covered in
the Journal Club is likely to appear on Exams. An efficient approach to quickly
identify suitable papers is to check Methods in
Organic Synthesis (MOS) or Synfacts.
Homework: In addition to selecting problems from textbooks, I
will use the EvansÕ web site http://evans.harvard.edu/problems/
for weekly problem assignments. While
homework will not be collected or graded (you are able to access the chemical
literature to read up on the subjects), exams will make extensive use of
analogous questions.
Ofc.
Hrs: Tuesdays
5:00-5:50 PM, Room 1301A.
Texts: Carruthers/Coldham
ÒModern Methods of Organic SynthesisÓ (4th Ed.).
http://www.cambridge.org/uk/catalogue/catalogue.asp?isbn=0521778301
I
will not follow this book closely, but it provides background supplementary
information on most topics that are discussed in the lectures. All chapters of
this book are considered part of the course material.
Additional references & recommended readings will
be given to Advanced Organic Chemistry, Parts A & B, by F. A. Carey and R. J. Sundberg. These books are
available on-line from the Pitt library:
http://site.ebrary.com/lib/pitt/Doc?id=10046999
http://site.ebrary.com/lib/pitt/Doc?id=10047037
Also recommended for browsing is The Art of Writing
Reasonable Organic Reaction Mechanisms by
R. B. Grossman.
http://www.chem.uky.edu/research/grossman/textbook.html
Models: Darling
flexible model kit (Z108006-1KT, $53.20; page E474 in
the 2005/6 Aldrich catalog) is optional but highly recommended.
Exams: 2-3 Midterms; scheduling tbd; 100 points each. In each
exam, 1-2 questions will be dedicated to Name
Reactions; 1-2 questions will be straight out of a typical sophomore
organic textbook.
Cumulative
Final: Monday, April 23, 12:00-1:15 PM;
200 points. There will be no make-up exams. You will have one (1) week from the
time your exams are handed back to submit them for regrade or comments, if you
feel it is necessary (the test will be reconsidered in its entirety). Clearly
mark what should be regraded; it is not allowed to make any changes or
additions on the exam if you intend to submit it for regrading. Cheating in any form before, during or
after an exam will result in an F grade for the course. Cell phones and PDAs must be turned off
and stowed away during all lectures and exams. For general academic integrity guidelines, see: http://www.pitt.edu/~provost/ai1.html.
Results
for exams and quizzes as well as copies of handouts and slides and other
course-related information will be posted at http://ccc.chem.pitt.edu/wipf/Courses/2320_07.html. Please check the exam scores for accuracy (I
will use your student ID number as identification; if you object to this, or
would like me to use another number, please let me know).
Students
with Disabilities: If you have a
disability for which you are requesting an accommodation, please contact me as
well as Disability Resources and Services, 216 WPU (http://www.drs.pitt.edu/), as early as
possible in the term. DRS will
verify your disability and determine reasonable accommodations for this course.
Key
to Success: Attend the lectures and
use every opportunity to ask questions; be conscientious about homework and
literature readings. Discuss the material with your colleagues. Participate in
the Journal Club.