Methyl methylphenylphosphinate

The phosphonyl adduct 300 reacted with a dilute solution of anhydrous hydrogen chloride in ethanol or with sodium ethoxide to afford an essentially quantitative yield of the P-N cleaved product 304 with inversion of configuration. Addition of sodium ethoxide to a solution of 304 in methanol resulted in the formation of enantiomerically pure (+)-(.V)-ethyl methyl phenylphosphonate (305). It also reacted quantitatively with methylmagnesium iodide at room temperature to give the product of P-S bond cleavage 306, which upon acid catalyzed methanolysis afforded enantiomerically pure (+)-(R)- methyl methylphenylphosphinate (307) (Scheme 72) [108],... 

A slight excess of a soln. of Na-bis-(2-methoxyethoxy)aluminum hydride in dry tetrahydrofuran added during 25 min. at 65° under Ng to a stirred soln. of methyl methylphenylphosphinate in the same solvent, stirring continued several min. until bubbling ceases, then a soln. of benzyl chloride in tetrahydrofuran added, and stirred 3 hrs. at 65° benzylmethylphenylphosphine oxide. Y 52%. F. e. s. R. B. Wetzel and G. L. Kenyon, Am. Soc. 94, 1774 (1972). 

When treated with MeMgl, 620 (A = Ph,X = S, Z = O) was cleaved at the P—S bond with retention (also found for the 2-EtO substrate) and after the acidolytic methanolysis step furnished methyl (R)-methylphenylphosphinate . ... 

C21H3iFgOPPt, trans-(Methyl(2-oxacyclopentylidene)bis(dimethylphen-ylphosphine)platinum(II)) hexafluorophosphate, 40B, 712 C21H3uFsNPaPt, trans-(Methyl(methyl-N,N-dimethylaminocarbene)bis(di-methylphenylphosphine)platinum(II)) hexafluorophosphate, 40B, 713 C2iHa9PPd, ( -Cyclopentadienyl)(7 -2-t-butylallyl)triisopropylphos-phinopalladiumdl), 46B, 1263... 

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