Chemistry 435 » Fall » Full Semester
4 Credits
Organic Reactions
Instructor(s): Daniel J. Weix

Prerequisites: One year of organic chemistry or equivalent.
Crosslisting: None.

Course Summary:
This course is intended to serve as an introduction to practical, modern organic synthesis for advanced undergraduates or beginning graduate students. It is complementary to CHM 433 (which students are encouraged to take concurrently) and is focused on developing a broad repertoire of chemical transformations required for success as a synthetic chemist. Topics include symmetry and chirality, stereoelectronic effects, conformational analysis, enolate chemistry, organometallic reagents, additions to carbonyls and imines, oxidation, reduction, nucleophilic substitutions, the synthesis of olefins and alkynes, additions to olefins and alkynes, pericyclic reactions, and the synthesis of medium and large sized rings. A solid background of college organic chemistry, including a good working knowledge of reaction mechanisms, is assumed as a prerequisite. In addition to the required texts, the class will draw heavily on the primary literature.

Course Topics:
  1. Symmetry, Chirality, and Asymmetric Synthesis
  2. Conformational Analysis
  3. Enolates, enamines, and metalloenamine chemistry
  4. Organometallic reagents
  5. Additions to Carbonyls and Imines
  6. Oxidation
  7. Reduction
  8. Nucleophilic substitutions
  9. Additions to C–C multiple bonds
  10. Synthesis of C–C multiple bonds
  11. Pericyclic reactions
  12. Medium and Large sized ring synthesis
  13. Peptide couplings

Required Text:
“Modern Organic Synthesis: An Introduction” by George Zweifel & Michael Nantz, “Stereoelectronic Effects” by A. J. Kirby, and “The Art of Writing Reasonable Organic Reaction Mechanisms, 2nd ed.” by Robert Grossman

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