Asymmetric Synthesis in Organophosphorus Chemistry (eBook)

Professor Oleg I. Kolodiazhnyi is head of the Department of Physiologically Active Phosphorus Compounds, Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine (NASU) since 1990. He obtained his Ph.D. and Doctor of Sciences degree from the Kiev Institute of Organic Chemistry, NASU. In 1995 he became Professor of Chemistry and was elected as member-correspondence of the National Academy of Sciences of Ukraine in 2013. His current interest is chemistry of organophosphorus compounds, highly reactive phosphorus compounds and reagents. Over the last years, Kolodiazhnyi has been studying the asymmetric synthesis, stereochemistry of organophosphorus compounds and synthesis of biologically active compounds. He is author of >500 publications and 28 patents, including three monographs, a number of reviews and chapters. He is currently member of the editorial boards of the "Journal of Phosphorus, Sulfur, Silicon and Related Elements (USA)" and member of editorial board of "Russian Journal of General Chemistry" (St. Petersburg). In 2014 he was awarded by State Premium of Ukraine in Science and Technology for eminent achievements in Organophosphorus chemistry. He is also prize-winner of the Kiprianov Premium on Organic Chemistry of Ukrainian Academy of Science and numerous other scientific awards.

INTRODUCTION
FUNDAMENTALS OF STEREOCHEMISTRY OF ORGANOPHOSPHORUS COMPOUNDS
Determining Enantiomer Composition
Determining Absolute Configuration
Asymmetric Induction and Stereochemistry

ASYMMETRIC SYNTHESIS OF P-CHIROGENIC PHOSPHOROUS COMPOUNDS
Introduction
Low-Coordinated Organophosphorus Compounds
Compounds of Tervalent Three-Coordinated Phosphorus
Asymmetric Induction at P (IV)
Enzymatic Synthesis of P-Chiral Phosphorus Compounds
Asymmetric Synthesis of P-Chirogenic P(V) and P(VI)-Phosphorus Compounds

PHOSPHORUS COMPOUNDS WITH CHIRAL CENTRE IN SIDE CHAIN
Introduction
Asymmetric Reactions in Side Chain of Organophosphorus
Enantioselective Olefination
Stereoselective Addition of Phosphoric Nucleophiles to C=X Compounds
Asymmetric Reduction
Enantioselective Oxidation
Asymmetric Cycloaddition

ASYMMETRIC METALLOCOMPLEX CATALYSIS OF PHOSPHORUS COMPOUNDS
Introduction
Asymmetric Catalytic Hydrogenation and Reduction Reactions
Asymmetric Oxidation
Electrophilic Asymmetric Catalysis
Nucleophilic Asymmetric Catalysis of Addition Reaction to Multiple Bonds

ASYMMETRIC ORGANOCATALYSIS
Introduction
Quinine and its Derivatives
Sparteine as a Chirality Inductor
Proline, Amino Acids and their Derivatives
Various Examples

ASYMMETRIC BIOCATALYSIS IN PHOSPHOROUS CHEMISTRY
Introduction
Enzymatic Synthesis of Organophosphorus Compounds
Microbiological Syntheses of Organophosphorus Compounds

CONCLUSION