DescriptionThis book furthers readers’ understanding of the amazing features of six-membered transition states in stereoselective organic reactions. Comprehensive and logically organized, it covers reactions classified in four categories: [3,3]-sigmatropic rearrangements, aldol reactions, metal allylation reactions, and stereoselective reductions. There is a thorough discussion of each reaction category, along with computational studies that support a proposal of a six-membered state. The book assists professors, researchers, and students in proposing reasonable transition states for the description of newly discovered stereoselective reactions.
1 [3,3]-Sigmatropic Rearrangements.
1.1 Claisen Rearrangement.
1.2 Johnson–Claisen Rearrangement.
1.3 Ireland–Claisen Rearrangement.
1.4 Cope Rearrangement.
1.5 Anionic Oxy-Cope Rearrangement.
1.6 Aza-Cope–Mannich Reaction.
2 Aldol Reactions.
2.1 Asymmetric Syn-Aldol Reaction.
2.2 Asymmetric Anti-Aldol Reaction.
2.3 Proline-Catalyzed Asymmetric Aldol Reaction.
3 Metal Allylation Reactions.
3.1 Boron Allylation Reaction.
3.2 Silicon Allylation Reaction.
4 Stereoselective Reductions.
4.1 Diastereoselective Syn-Reduction of β-Hydroxy Ketones.
4.2 Diastereoselective Anti-Reduction of β-Hydroxy Ketones.
4.3 Asymmetric Reduction.
List of Copyrighted Materials.
Scheme Index of Natural Products.
It is an interesting, well-written, and carefully researched book, full of useful details for practioners and students of organic chemistry. (Journal of the American Chemical Association, July 2, 2008)