CH438 Organic Reactions and Synthesis

Instructors: 한순규 (Sunkyu Han, sunkyu.han@kaist.ac.kr)

Class: TTh 10:30-12:00

Class Lecture Hall: Building E6-4, room# TBA

Website: synthesis.kaist.ac.kr/orgreactsyn

Office Hours: Mon 14:30~16:00, Wed 14:30~16:00

Teaching Assistant:     Sangbin Jeon (sjeon@kaist.ac.kr)

Course Description:

-       In general, this course discusses representative name reactions, their mechanism, and synthetic applications. Important topics in organic chemistry will be discussed in depth with a spectrum ranging from classical examples to the state of the art cases.

-       Various aspects of organolithium-based chemistry will be discussed. Ortho-lithiation as well as boron-based chemistry in conjunction with organolithium chemistry (Aggarwal Chemistry) will be discussed.

-       Comprehensive olefin forming reactions will be discussed. Double bond formation by elimination as well as stereoselective olefinations by carbon-carbon bond formation will be discussed.

-       Hydrozirconation will be discussed.

-       Practical metal-catalyzed cross coupling reactions such as Stille, Suzuki-Miyaura, Sonogashira, Nozaki-Hiyama-Kishi reaction will be discussed.

-       Selective metal-catalyzed allylation reactions such as Tsuji-Trost allylation, Trost Pd-catalyzed asymmetric allylic alkylation, and Carreira asymmetric allylation reaction will be discussed.

-       Chemistry of indoles will be discussed. Synthesis and reactivity of indoles.

-       Metathesis in organic synthesis will be discussed.

-       Various aspects of radical chemistry will be discussed. Traditional radical chemistry as well as modern aspect of radical chemistry including photoredox catalysis, HAT chemistry, proton-coupled electron transfer reaction will be discussed.

-       Comprehensive discussion of “rearrangement” in organic chemistry will be discussed.

-       Chemistry of samarium Iodide will be discussed.

-       Representative umpolung chemistry will be discussed.

-       Strategic applications of various organic reactions to natural products synthesis will be discussed.

-       The list is to be updated.

Textbook:

-       Strategic Applications of Named Reactions in Organic Synthesis, 1st Edition, by Laszlo Kurti and Barbara Czako

Supplementary Resources:

-       Andrew G. Myers Chemistry 115 Handouts (Harvard University)

-    Phil Baran Group Seminar Lecture (The Scripps Research Institute)

-    David MacMillan Group Seminar Presentation (Princeton University)

-    Noah Burns Group Meetings (Stanford University)

-    Ryan Shenvi Group Seminars (The Scripps Research Institute)

-    Fukuyama Group Meeting Problems (The University of Tokyo)

-    Alison Frontier Not Voodoo (University of Rochester)

-    Jon Njardarson Top-Selling Pharmaceuticals (University of Arizona)

-    Jon Njardarson Chemistry by Design (University of Arizona)

-    Brian Stoltz Group Literature Seminars (Caltech)

-    All things Metathesis (Umicore)

-    Elizabeth Jarvo Chem 125 Advanced Organic Chemistry (UC Irvine)

-    M. Christina White Organometallics Lecture Note (UIUC)

-    Eric Ferreira Group Seminars (University of Georgia)

-    James Morken Group Presentations (Boston College)

   

Lecture Slides

Grading Policy

Course Participation: 10

Midterm Exam: 45

Final Exam: 45

Exams

    Midterm exam

  • Date: April 18 (Thr), 2019.
  • Time: 09:00 am - 11:45 am.
  • Venue: E6-4 room# 2124
  • Claim Session: In class, April 23 (Tue), 2019.
  • Questions and Solution

    Final Exam

  • Date: June 13 (Thr), 2019
  • Time: 09:00 am -11:45 am.
  • Venue: E6-4 room# 2124
  • Claim Session: TBD
  • Questions and Solutions.