01Intro-AdvancedOrganicMaterials.pptVIP

CM5221 – Advanced Organic Synthesis – Intro Lecture(Thurs. 14th of August 2008)? Breaking-downa synthesis ? Asst. Prof. M. J. Lear S5-03-01 Tel:?6516-3998 chmlmj@nus.edu.sg CM5221-Syllabus Oxidation protocols Reduction protocols Protective groups C-C bond formations Asymmetric reactions Total synthesis case studies Medicinal Chemistry case studies Biomimetic case studies IVLE Materials for Lectures Dale L. Boger’s Book Modern Organic Synthesis Meyers’ Handouts Asymmetrics.pdf Pd.Couplings.pdf Olefinations.pdf Transformations.pdf Protective.Groups.pdf Reductions.pdf? Oxidations.pdf Synopsis for this Lecture Recommended books to dip into Your recommended learning philosophy What to know in any given synthesis Elements of a synthesis to look out for A case-study – going backwards (retrosynthesis) A case-study – going forwards (synthesis) Mechanisms of the case-study ? try working these out … Background Info Text Books Recap on CM2121 (Basic Organic Chemistry) Organic Chemistry, John McMurry, 5ed, 2000 or newer Designing organic synthesis: a programmed introduction to the synthon approach, Stuart Warren, 1994 The Logic of Chemical Synthesis, E. J. Corey Xue-Min Cheng, Wiley Interscience, 1989 Classics in Total Synthesis, K. C. Nicolaou, E. J. Sorenson, VCH, 1996 Organic Synthesis, Michael B. Smith, 2nd Edition, McGraw Hill, 2004 Studying Philosophy Mind-frame Try to think in 3D ? stereochemistry Draw structures accurately ? practice Remember a solid foundation of reactions and methods ? think both ways Think “how to apply” rather than “why” Think where the electrons are going ? know both the basic and advanced mechanisms Don’t just remember ? understand and make connections, as well as disconnections What to know … Know the substrate ? structure/properties of key FGs Know the key reagent(s) ? structure/properties/limitations Know the key transformation(s) ? mechanism/name it Be able to “talk chemistry-talk” ? technical terms/fundamentals Type