Retrosynthetic analysis: a) disconnection of acyclic and cyclic compounds; b) evaluation criteria of a synthesis; c) tactical aspects in synthesis. Research on online databases. The course includes activities to be done individually or in groups at home (bibliographic research, targeted reading of articles, retrosynthesis and synthesis of molecules), in class (retrosynthesis exercises, oral presentation of the assigned tasks), and in the laboratory (realization of a synthetic project).
Professor's handouts.
Corey, E. J.; Cheng, X.-M. “The Logic of chemical Synthesis”
Warren, S., Wyatt, P.; G. “Organic synthesis: the disconnection approach”
Clayden, J.; Greeves, N.; Warren, S., Organic Chemistry
Learning Objectives
The course aims to provide students with the tools to design, present and implement a multistage organic synthesis and to be able to carry out targeted research of chemical literature.
Prerequisites
Required courses: -
Strongly recommended courses: ORGANIC CHEMISTRY I and II
Teaching Methods
Lectures: 16 hours
Training exercises (in class): 24 hours
Laboratory practice (in laboratory): 24 hours
Further information
The slides projected in class are available on the Moodle platform.
For organizational purposes, students interested in the practical experience must inform the teacher within the first week of the start of the course.
Type of Assessment
Oral examination concerning on general aspects of retrosynthetic analysis; in addition, the student will have to analyze a molecule similar to those discussed in class and propose a possible disconnection and synthetic approach. The overall evaluation will take into account the participation in the activities proposed during the course (see extended program) and the written report on the synthesis carried out in laboratory.
Course program
General strategies of retrosynthetic analysis: a) principles of disconnection of non functionalized compounds and moieties with one or two functional groups, carbocycles and heterocycles; b) general criteria for the evaluation of a synthesis including convergent vs linear synthesis, selectivity, atom and step economy; c) tactical aspects in the synthesis of organic molecules. Use of the Reaxys and Scifinder Scholar databases for bibliographic research. The course also includes activities to be carried out individually or in groups at home (bibliographic research, targeted reading of literature articles, retrosynthetic analysis and related synthesis of a molecule), in class (retrosynthetic analysis exercises, oral presentation of the assigned tasks) and in the laboratory (realization of a synthetic project).