Diastereoselective synthesis of 1,2,3,6-tetrahydrophosphinine 1-oxides with an exocyclic P-function by a Michael type addition

Keglevich, György; Sipos, Melinda; Imre, Tı́mea; Ludányi, Krisztina; Szieberth, Dénes; Tőke, Lásʐló

doi:10.1016/s0040-4039(02)02081-6

Cited by 42 publications

(26 citation statements)

References 8 publications

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“…Scheme 3.25 MW-assisted Arbuzov reaction of aryl halides and triethyl phosphite species had to be converted to the corresponding anion by deprotonation with trimethylaluminum [57,58]. In these reactions, MW irradiation was unable to enhance the addition of the >P(O)H species to the not too reactive CH=CH-P(O)< unsaturation of the reactants.…”

Section: -86%mentioning

confidence: 99%

The Use of MW in Organophosphorus Chemistry

Keglevich

Bálint²,

Kiss

2016

SpringerBriefs in Molecular Science

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The third chapter summarizes a special field, the application of the microwave (MW) technique in the synthesis of organophosphorus compounds. On the one hand, reactions are shown that are otherwise rather reluctant on traditional thermal heating. On the other hand, reactions are discussed, which, became more efficient (shorter reaction times and higher yields) on MW irradiation. Finally, the simplification of catalytic systems under MW conditions are surveyed.

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Section: -86%mentioning

confidence: 99%

The Use of MW in Organophosphorus Chemistry

Keglevich

Bálint²,

Kiss

2016

SpringerBriefs in Molecular Science

Self Cite

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“…[89] Five compounds were synthesised, and their conformations were determined by NMR and computational methods (Scheme 46). Scheme 46.…”

Section: Olefinic Acceptors Bearing Phosphonates or Phosphane Oxidesmentioning

confidence: 99%

The Phospha‐Michael Addition in Organic Synthesis

et al. 2005

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Phosphorus is essential for many reagents in organic synthesis, for ligands of late-transition metals and for phosphonoand phosphanylamino acids, the latter being important isosteres of amino acids. Similar to the Michaelis-Arbuzov and the Michaelis-Becker reaction the phospha-Michael addition, i. e. the addition of a phosphorus nucleophile to an acceptor-substituted alkene or alkyne, certainly represents one of the most versatile and powerful tools for the formation of P-C bonds since many different electrophiles and P nu-

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“…In this series, only DuPhos has been applied in platinum complexes [18][19][20]. 3-Diphenylphosphino-1-phenyl-1,2,3,6-tetrahydrophosphinine and its 1,2,3,4,5,6-hexahydrophosphinine derivative were also described as novel bidentate P-ligands in Pt(II) complexes [21][22][23][24][25][26] showing unusual regioselectivity as catalysts in the hydroformylation of styrene [27].…”

Section: Introductionmentioning

confidence: 99%