Bonding Considerations: Carbon vs Silicon Chem 206 Bonding Considerations: Carbon vs Silicon

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

Krista Beaver Synthetic Applications of α-Diazocarbonyl Derivatives Chem 206 Synthetic Applications of α-Diazocarbonyl Compounds An Evans Group Afternoon Seminar Krista Beaver January 15, 1999 Leading References:

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