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2025 (Current Year) Faculty Courses School of Science Department of Chemistry Graduate major in Chemistry

Advanced Organic Synthesis

Academic unit or major
Graduate major in Chemistry
Instructor(s)
Ken Ohmori / Yoshio Ando
Class Format
Lecture (Livestream)
Media-enhanced courses
-
Day of week/Period
(Classrooms)
3-4 Mon / 3-4 Thu
Class
-
Course Code
CHM.D432
Number of credits
200
Course offered
2025
Offered quarter
2Q
Syllabus updated
Mar 19, 2025
Language
English

Syllabus

Course overview and goals

On Mondays, the retrosynthetic analysis of functional compounds and strategies for the multi-step synthesis of natural organic compounds will be explained.
On Thursdays, the basic theory of pericyclic reactions widely used in organic synthesis, their applications and practical examples will be discussed.

Course description and aims

At the end of this course, students will be able to have an understanding of basic concept of retrosynthesis and pricyclic reactions, enabling access to complex functional compounds and also natural products.

Keywords

multistep synthesis
retrosynthesis
natural product synthesis

Competencies

  • Specialist skills
  • Intercultural skills
  • Communication skills
  • Critical thinking skills
  • Practical and/or problem-solving skills

Class flow

This course will be conducted online and will include a group discussions and presentations by students.

Course schedule/Objectives

Course schedule Objectives
Class 1 Basic concept of retrosynthesis Exercise problems might be given in this class.
Class 2 Overview of the pericyclic reactions Exercise problems might be given in this class.
Class 3 Functional group transformation, addition, and migratory functional group introduction in retrosynthesis Exercise problems might be given in this class.
Class 4 Cycloaddition 1 Exercise problems might be given in this class.
Class 5 Synthetic strategies for the construction of optically active compounds Exercise problems might be given in this class.
Class 6 Cycloaddition 2 Exercise problems might be given in this class.
Class 7 Synthetic strategies based on skeletal rearrangements and cascade bond formation Exercise problems might be given in this class.
Class 8 Woodward–Hoffmann rule Exercise problems might be given in this class.
Class 9 Group discussion and presentation on multi-step synthesis plan for organic compounds Exercise problems might be given in this class.
Class 10 Electrocyclic reaction Exercise problems might be given in this class.
Class 11 Synthesis of terpenoids Exercise problems might be given in this class.
Class 12 Sigmatropic rearrangement Exercise problems might be given in this class.
Class 13 Synthesis of alkaloids Exercise problems might be given in this class.
Class 14 Natural product synthesis employing pericyclic reactions 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)

DAIGAKUIN-KOUGI II –Organic Chemistry– (ISBN 9784807908219)
Pericyclic Reactions Ian Fleming

Reference books, course materials, etc.

DAIGAKUIN-KOUGI II –Organic Chemistry– (Exercise problems)
Frontier Orbitals and Organic Chemical Reacctions, Ian Fleming

Evaluation methods and criteria

Students’ course scores are based on exercise problems and reports.

Related courses

  • CHM.D331 : Organic Synthesis
  • CHM.D401 : Basic Concepts of Organic Chemistry
  • CHM.D201 : Organic Chemistry I
  • CHM.D202 : Organic Chemistry II
  • CHM.D301 : Organic Chemistry III

Prerequisites

Students require basic knowledge of organic chemistry.