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

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

Sulfur-Based Activating Groups Sulfur-Ylides Sulfur-Stabilized Carbanions: Structure Sulfone-Based Transformations Pummerer Rearrangement

一. 对映异构 （一）分子的对称性 （二）含一个手性中心的分子

一. 诱导效应 二. 共轭体系

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