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

D. Seebach Angew. Chem. Int. Ed. Engl., 27, 1624 (1983). (handout) \Stereoselective Alkylation Reactions of Chiral Metal Enolates\. D. A. Evans Asymmetric Synthesis, 3, 1 (1984). (handout)

Supplemental Enantioselective Carbonyl Addition Handout Matthew D. Shair Wednesday

eactions of Carbon Nucleophiles with Carbonyl Compounds Carey & Sundberg: Part B; Chapter 5 Reduction of Carbonyl & Other Functional Groups

Construct a model for the addition process in eq 1 using the principles learned thus far in the course

Enantioselective Carbonyl Addition Handout

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

Reading Assignment for week Olefin Addition Reactions: Part–3 Chemistry 206 Advanced Organic Chemistry

Part I Introduction 1. The development history of organic synthesis 2. The influences of organic synthesis on organic chemistry 3. The research scope of organic synthesis

I Classification of Rearrangement Reactions II Nucleophilic Rearrangement 1 Wagner-Meerwein rearrangement 2 Pinacolic Rearrangement 3 α-ethandione Rearrangement 4 Beckmann Rearrangement 5 Baeyer-Villiger Rearrangement III Electrophilic Rearrangement