2025 (Current Year) Faculty Courses School of Science Undergraduate major in Chemistry
Organic Synthesis
- Academic unit or major
- Undergraduate major in Chemistry
- Instructor(s)
- Ken Ohmori / Yoshio Ando
- Class Format
- Lecture
- Media-enhanced courses
- -
- Day of week/Period
(Classrooms) - Class
- -
- Course Code
- CHM.D331
- Number of credits
- 200
- Course offered
- 2025
- Offered quarter
- 4Q
- Syllabus updated
- Mar 19, 2025
- Language
- Japanese
Syllabus
Course overview and goals
This is a continuation of Organic Chemistry III. This course focuses on multistep synthesis of organic compounds, particularly introducing synthetic approaches to natural products.
Course description and aims
At the end of this course, students will be able to have an understanding of basic concept of retrosynthesis and to learn about various synthetic methodology en route to complex natural products.
Keywords
organic chemistry
synthetic organic chemistry
natural product synthesis
multi-step synthesis
Competencies
- Specialist skills
- Intercultural skills
- Communication skills
- Critical thinking skills
- Practical and/or problem-solving skills
Class flow
Every class will give exercises.
Course schedule/Objectives
| Course schedule | Objectives | |
|---|---|---|
| Class 1 | Concept of retro synthetic analysis I: latent polarity, alternate polarity, consonant, dissonant, disconnection of a strategic bond | Exercise problems might be given in this class. |
| Class 2 | FGI synthons （functional group interconversion）, retron, reaction of nitro compounds, cyclopropane trick | Exercise problems might be given in this class. |
| Class 3 | Synthesis of a linear compounds with stereogenic centers: synthesis of exo-brebicomin I | Exercise problems might be given in this class. |
| Class 4 | Synthesis of exo-brevicomin (continued) using chiral building blocks, radical, sulfones. | Exercise problems might be given in this class. |
| Class 5 | Synthesis of exo-brevicomin (continued) based on asymmetric approaches. | Exercise problems might be given in this class. |
| Class 6 | Synthesis of polycyclic compound : Robinson annulation, enolate, enol silyl ether, and enamine | Exercise problems might be given in this class. |
| Class 7 | Synthesis of cortisone by Woodward: Diels-Alder reaction, ene reaction, Saegusa reaction and reaction with diazomethane, etc. | Exercise problems might be given in this class. |
| Class 8 | Synthesis of cortisone : use of a quinodimethane species | Exercise problems might be given in this class. |
| Class 9 | Synthesis of prostaglandins I: synthetic route from the Corey lactone | Exercise problems might be given in this class. |
| Class 10 | Synthesis of prostaglandins II: synthesis of the Corey lactone | Exercise problems might be given in this class. |
| Class 11 | Synthesis of prostaglandins III: other approaches | Exercise problems might be given in this class. |
| Class 12 | Formation of multiple C-C bonds, Wittig reaction, elimination | Exercise problems might be given in this class. |
| Class 13 | Formation of multiple C-C bonds, other methods | Exercise problems might be given in this class. |
| Class 14 | Exercise : basic and application problems | Exercise problems might be given in this class. |
Study advice (preparation and review)
To enhance effective learning, students are encouraged to spend approximately 100 minutes preparing for class and another 100 minutes reviewing class content afterwards (including assignments) for each class.
They should do so by referring to textbooks and other course material.
Textbook(s)
Materials will be handed out during each lecture.
Reference books, course materials, etc.
None required
Evaluation methods and criteria
Students’ course scores are based on final exams (ca. 70%), which will be held on site (not via online) and exercise problems and reports (ca. 30%).
Related courses
- CHM.D201 ： Organic Chemistry I
- CHM.D202 ： Organic Chemistry II
- CHM.D301 ： Organic Chemistry III
Prerequisites
Students require basic knowledge of organic chemistry.