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

Double Stereodifferentiating Aldol Reactions The Mukaiyama Aldol Reaction Variant Allylmetal Nucleophiles as Enolate Synthons

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

La3(Ot-Bu)9 (3.3 mol%), -72° C, 30 h, 74% yield Y3(Ot-Bu)8Cl (3.3 mol%), -43° C, 3.5 h, 50% yield Zr(Ot-Bu)4 (140 mol%), -50° C, 2.5 h, 86% yield La3(Ot-Bu)9 (3.3 mol%)

Supplemental Enantioselective Carbonyl Addition Handout Matthew D. Shair Wednesday

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

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

Carey & Sundberg: Part A; Chapter 11 Concerted Pericyclic Reactions Cycloaddition Reactions: Part–1 Chemistry 206 Advanced Organic Chemistry

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

Olefin Addition RXns in Polyether Synthesis-1 Chem