Course title
有機反応論   [Organic Reaction Mechanism]
Course category technology speciality courses,ets.  Requirement   Credit 2 
Department   Year 34  Semester Spring 
Course type Spring  Course code 023203
Instructor(s)
山崎 孝   [YAMAZAKI Takashi]
Facility affiliation Faculty of Engineering Office   Email address

Course description
a. Aim: Many useful bioactive and functional organic compounds are known. In order to understand the role of these compounds and synthesize complex organic molecules, we need to study the reactivity of organic molecules. The aim of this course is to summarize organic reactions from the perspective of reaction mechanism, and learn the application of organic reactions to organic synthesis.

b. Outline: A variety of organic reactions are classified in to several reaction patterns. In this lecture, first how to understand organic reactions is expounded. Next the classification of organic reactions by their patterns and their application to organic synthesis are discussed.
Expected Learning
To understand the characteristic features of each organic reaction and how they can be employed for organic synthesis.
Course schedule
1.-3. Pericyclic reactions: Pericyclic reactions, concerted reactions,
electrocyclic reactions, cycloaddition reactions, and
sigmatropic reactions are explained on the basis of frontier
orbital theory.
4. Retrosynthesis: Concept of retrosynthesis, which is useful for
multi-step synthesis, is expounded.
5.-6. Introduction of substituents to aromatic nuclei by electrophilic
aromatic substitution: Reactivity and orientation of substituted
benzenes, order of functional group transformations, and
introduction and removal of activation and protecting groups are
explained.
6.-7. Preparation and alkylation of carbanions: Classification of
carbanions and their preparation, alkylation of organocopper
reagents, acetylides, and active methylen compounds are
discussed.
8. Midterm examination
9.-10. Aldol-type reactions and acylation: Application of aldol-type
reactions, such as the Claisen-Schmidt reaction and Perkin
condensation, and acylation such as the Claisen condensation are
explained.
10.-11. 1,4-Addition of carbanions: The Michael reaction, 1,4-addition
of organocopper reagents and enamines are expounded. Application
of these reactions to the Robinson annulations is also
discussed.
12.-13. Construction of carbocycles: Irreversible reactions for the
preparation of three- and four-membered rings and reversible
reactions for the preparation of five- and six-membered rings
are explained.
13.-14. Analysis of total synthetic schemes: Analysis of total synthetic
schemes will lead to study how a variety of organic synthetic
methods are applied.
15. Final examination
Prerequisites
Students who want to take this course must take Organic Chemistry I-IV in advance.
Required Text(s) and Materials
John McMurry, “Organic Chemistry” and additional prints which will be delivered each time.
References
Assessment/Grading
Midterm examination (50%) and final examination (50%) were considered.
Message from instructor(s)
Course keywords
Office hours
Koganei campus, Building 1, Room S210, 16:00-17:00 on every Monday
Remarks 1
Remarks 2
Related URL
Lecture Language
Japanese
Language Subject
Last update
3/10/2017 10:48:06 AM