Reading Assignment for week: Carey & Sundberg: Part A; Chapter 11 Concerted Pericyclic Reactions Pericyclic Reactions: Part–2 Chemistry 206 Advanced Organic Chemistry

Tautomerism in C=O and C=NR Systems C=O Enolization with Metal Amide Bases C=O Enolization: Kinetic Acidities Mild Methods for Enolate Generation Enolate Structure: A Survey of X-ray Structures

Supplemental Enantioselective Carbonyl Addition Handout Matthew D. Shair Wednesday

Relevant Background Reading Chemistry 206 Advanced Organic Chemistry Lecture Number 28 Ambiphilic Functional Groups–3

Nitro and Diazo Groups Historical Perspective Charge Affinity Patterns Functional Group Classification Scheme The Chemistry of the –NO2 Group

Chemistry 206 Advanced Organic Chemistry Handout 27A Vicinal Elimination Reactions: An Overview Matthew D. Shair Wednesday

Here is a typical carbonium ion question that you should be able to handle by the end of the course. Write out a mechanism for the following transformation

Recent Applications of the Prins Reaction in Stereoselective Synthesis Matthew D. Shair Monday

Carey& Sundberg, Part A, CH 4, pp 187-250 Conformational Analysis-4 a Problems of the Day:(To be discussed) Conformational Analysis of C6 >Cg Rings continued Predict the stereochemical outcome of this reaction

Prelog Strain: van der Waals interactions Baeyer Strain: bond angle distortion away from the ideal Pitzer Strain: torsional rotation about a sigma bond Baeyer Strain for selected ring sizes size of ring Ht of Combustion