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Diastereoselective synthesis of chloro‐ and fluoro‐aniline containing phosphonate esters in a three‐component condensation
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2010
Year
EngineeringOrganic ChemistryChemistryHeterocycle ChemistryVicinal ProtonsChemical EngineeringDiastereoselective SynthesisStereoselective SynthesisThree‐component CondensationGauche ArrangementDiversity-oriented SynthesisFluorous SynthesisSynthesis MethodPhosphonate EstersEnantioselective SynthesisTriphenyl PhosphiteBiomolecular EngineeringNatural SciencesSynthetic Chemistry
Abstract New phosphonate ester derivatives were obtained by in situ stereo‐specific reaction between triphenyl phosphite and dialkyl acetylenedicarboxylates in the presence of a series of halogenated anilines. Spectroscopic data and X‐ray crystallography analysis are in agreement with the gauche arrangement for the two vicinal protons in the structures. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:222–227, 2010; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20600
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