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Enantiocontrolled Synthesis of Fluoro-Organic Compounds: Stereochemical Challenges and Biomedical Targets

Enantiocontrolled Synthesis of Fluoro-Organic Compounds: Stereochemical Challenges and Biomedical Targets

Vadim A. Soloshonok (Editor)

ISBN: 978-0-471-97372-0

Jul 1999

690 pages

Select type: Hardcover

Out of stock



Written by a leading expert in the field, this is a comprehensive review of the methods for preparing stereochemically defined fluorine-containing compounds of biomedical importance.

Fluorinated organic compounds are well known for their unusual reactivity but the growing importance of these compounds in the biomedical field has been accompanied by an increasing awareness of the necessity to synthesise and explore the biological properties of stereochemically defined fluoro-compounds. This is the first book written on this exciting area of research.

It contains:

* detailed reviews on stereocontrolled synthesis of biologically important compounds

* 21 chapters covering the main areas of asymmetric synthesis and biocatalysts where fluorine plays a key role

* mechanisms and methods for synthesizing fluoro-organic compounds

Written for professionals involved in organic, physical and organofluorine chemistry, natural product synthesis, biological, pharmaceutical and other life science related industries.
1. Asymmetric Fluorination

2. Asymmetric of Fluoroalkylation

3. Synthesis of Stereochemically Defined Fluoro-Organic Compounds vi Dehydroxy-Fluorination and Related Reactions

4. Asymmetric Synthesis of Fluoro-Organic Compounds via Chiral Sulfoxide Chemistry

5. Synthesis of Stereochemically Defined Trifluoromethyl-Containing Compounds from (S)-3,3,3-Trifluoropropene Oxide

6. Asymmetric Reduction of Fluorine-Containing Carbonyl Compounds

7. Asymmetric Aldol Reactions of Fluoro-Carbonyl Compounds

8. Asymmetric Michael Addition of Reactions of Fluorocarbons

9. Asymmetric Oxidation of Fluoro-Olefins

10. Biocatalytic Approach to Enantiomerically Enriched Fluoro-Organic Compounds

11. Stereocontrolled Syntheses of Fluorinated Carbohydrates

12. Asymmetric Synthesis of Fluoro-amino acids

13. Chiral non-racemic Fluorinated Nucleosides -
Recent Synthetic Methods

14. Asymmetric Syntheses and Resolutions of Fluorinated Volatile Anesthetics

15. Fluorine-Containing Chiral Auxiliaries and Ligands for General Asymmetric Synthesis

16. Fluorine-Containing Agents for Determining Enantiomeric Excess of Chiral Molecules

17. Fluorine-Containing Chiral Liquid Crystals: Syntheses and Properties

18. Synthesis of Enantiopure alpha-Trifluoromethyl Alcohols via Chiral Lewis Acid-Catalyzed Carbonyl-Ene Reactions and their Application in the Design of New Liquid Crystals

19. Coordination Ability of Fluorine to Proton or Metals Based on Experimental and Theoretical Evidence

20. Physical and Structural Size of Fluorine in Fluoro-Organic Compounds

21. The Chemical and Physiological Size of Fluorine
"It is clearly the view of the editor and authors who have contributed to this volume that organofluorine chemistry is at a new threshold with an array of methods now available to place fluorine and fluorinated functional groups at stereogenic centres. Such compounds have hardly been exploited commercially. The wealth of information in this book demonstrates this focus which one anticipates will have an increasing impact on the fine chemical, pharmaceuticals and agrochemicals sectors. The book is packed with examples from the recent literature and the readers' attention is continually drawn to points of detail and anecdotes as the volume is browsed. This is not just a book for specialists in organo-fluorine chemistry, it is a book for all organic chemists. ... This is a splendid book.", (David O'Hagan, Natural Products Reports)