Six-Membered Transition States in Organic Synthesis

1. Auflage 2008
ISBN: 978-0-470-17883-6
Verlag: Wiley

Buch, Englisch, 224 Seiten, Format (B × H): 166 mm x 237 mm, Gewicht: 449 g

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.

Autoren/Hrsg.

Yang, Jaemoon

Fachgebiete

• Naturwissenschaften Chemie Organische Chemie Biochemie
• Naturwissenschaften Chemie Organische Chemie Supramolekularchemie

Inhaltsverzeichnis

Preface.
Introduction.

1 [3,3]-Sigmatropic Rearrangements.

General Considerations.

Reactions.

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.

Reactions.

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.

Reactions.

3.1 Boron Allylation Reaction.

3.2 Silicon Allylation Reaction.

4 Stereoselective Reductions.

General Considerations.

Reactions.

4.1 Diastereoselective Syn-Reduction of ß-Hydroxy Ketones.

4.2 Diastereoselective Anti-Reduction of ß-Hydroxy Ketones.

4.3 Asymmetric Reduction.

List of Copyrighted Materials.

Abbreviations.

Subject Index.

Scheme Index of Natural Products.

Über Autor(innen)

Jaemoon Yang, PhD, is a lecturer in organic chemistry at Montana State University in Bozeman, Montana. Dr. Yang was born in South Korea; he earned his PhD under Dr. Craig Wilcox at the University of Pittsburgh in 2000. Following a postdoctoral fellowship with Dr. Huw Davies at SUNY Buffalo, Dr. Yang started teaching organic chemistry and conducting research on asymmetric hydroamination via chiral lanthanide complexes at Montana State University with Dr. Tom Livinghouse.