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, 1^st 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)