Diastereoselective addition of diethyl difluoromethylphosphonate to enantiopure sulfinimines: synthesis of α,α-difluoro-β-aminophosphonates, phosphonic acids, and phosphonamidic acids

doi:10.1016/J.TET.2006.08.017

Paper

Diastereoselective addition of diethyl difluoromethylphosphonate to enantiopure sulfinimines: synthesis of α,α-difluoro-β-aminophosphonates, phosphonic acids, and phosphonamidic acids

Published Oct 16, 2006 · G. Röschenthaler, V. Kukhar, M. Belik

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Abstract

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Study Snapshot

Diethyl difluoromethylphosphonate effectively synthesizes enantiopure,-difluoro--aminophosphonates, phosphonic acids, and phosphonamidic acids with high enantioselectivity and high yield.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Diastereoselective addition of diethyl difluoromethylphosphonate to enantiopure sulfinimines: synthesis of α,α-difluoro-β-aminophosphonates, phosphonic acids, and phosphonamidic acids

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References

Citations

Recent Advances in Diazophosphonate Chemistry: Reactions and Transformations

Diazophosphonates show reactivity and transformative potential in organic synthesis, driving diverse chemical reactions and serving as precursors for diverse molecules, with potential applications as bioactive compounds.

Applications of chiral sulfinyl auxiliaries in the asymmetric synthesis of fluorinated amines and amino acids

Chiral sulfinyl auxiliaries offer versatile methods for asymmetric synthesis of fluorinated amines and amino acids, enabling efficient stereoselective transformations of fluorinated substrates.

Access to mixed difluoromethylphosphonates by alkylation of phosphonamidates

Alkylation of phosphonamidates allows access to functionalized difluoromethylphosphonamidates, which are useful for drug discovery.

Chemistry of difluoromethylene phosphonates: history, state of the art, and prospects

Difluoromethylene phosphonates are effective inhibitors of enzymes utilizing phosphates and serve as molecular tools for studying enzyme-substrate interactions.

1,2-Additions on Chiral N-Sulfinylketimines: An Easy Access to Chiral α-Tertiary Amines

1,2-addition to chiral N-sulfinylketimines offers a high-selectivity route to form chiral -tertiary amines, useful for the synthesis of valuable biologically active compounds.

Recent Advances in Synthesis of Difluoromethylene Phosphonates for Biological Applications

Recent advances in difluoromethylene phosphonate synthesis enable diverse biological applications, with photoredox catalysis and cross-coupling strategies being key.

Allylation of β-amino phosphonic acid precursor via palladium-NHC catalyzed allylic C–H activation

This study demonstrates a new method for allylating allylbenzene with -cyano-phosphate ester to produce linear allylation products in moderate to good yields.

Copper-Mediated Introduction of the CF2 PO(OEt)2 Motif: Scope and Limitations.

Copper-mediated introduction of the CF2 PO(OEt)2 motif allows for the conversion of various substrates into fluorinated molecules at room temperature, with potential applications in organic synthesis.