Advances in Organic Synthesis

Advances in Organic Synthesis

Volume: 12

Indexed in: Scopus, EBSCO, Ulrich's Periodicals Directory

Advances in Organic Synthesis is a book series devoted to the latest advances in synthetic approaches towards challenging structures. The series presents comprehensive reviews written by eminent ...
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Advances in the Synthesis of Functional α-Organyl gem-Bisphosphonates for Biomedical Applications

Pp. 200-252 (53)

Vadim D. Romanenko

Abstract

This chapter deals with the synthesis of α-organyl-substituted methylenebisphosphonates and focuses on compounds not having the heteroatomic substituents at the geminal carbon. We present different methodologies on the basis of the reactivity of monophosphonate and methylene 1,1-bisphosphonate systems including the Michaelis-Arbuzov and Michaelis-Becker reactions, substitutions, Michael additions, cycloaddition, as well as more specific approaches. Together with the synthetic methods, the biomedical application of the compounds is also described.

Keywords:

Alkenylidene-1, 1-Bisphosphonates, Alkylation, Anti-Inflammatory Properties, Anti-Resorption Agents, Antitumor, Asymmetric Synthesis, Bone Targeting, Bisphosphonates, Bisphosphonate Conjugates, Cycloaddition, Enzyme Inhibitors, Michaelis-Arbuzov Reaction, Michael Additions, Phosphorylation, Pyrophosphate Bioisosteres, Phosphate Mimics, Phosphonate Carbanions, Three- Component Reactions.

Affiliation:

Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine, Kiev-94, 02660, Ukraine.