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Six-Membered Transition States in Organic Synthesis. Edition No. 1

  • ID: 2325588
  • Book
  • March 2008
  • 224 Pages
  • John Wiley and Sons Ltd
This 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.
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1 [3,3]-Sigmatropic Rearrangements.

General Considerations.


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.

General Considerations.


2.1 Asymmetric Syn-Aldol Reaction.

2.2 Asymmetric Anti-Aldol Reaction.

2.3 Proline-Catalyzed Asymmetric Aldol Reaction.

3 Metal Allylation Reactions.

General Considerations.


3.1 Boron Allylation Reaction.

3.2 Silicon Allylation Reaction.

4 Stereoselective Reductions.

General Considerations.


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.


Subject Index.

Scheme Index of Natural Products.

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Jaemoon Yang
Note: Product cover images may vary from those shown