Stereospecific Transformation
of Protected P–H
Group into P–O or P–N Group in One-Pot Reaction
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Abstract
A general and efficient procedure for converting 1,1-diethoxyalkylphosphinates
into phosphonates or phosphonamides is described by the application
of bromine with moderate to high yields and good purity in a one-pot
reaction. <i>H</i>-Phosphinate reacts stereospecifically
with bromine and subsequently couples with nucleophile to form the
corresponding optically active R<sup>1</sup>P(O)(OEt)X with retention
of configuration at the phosphorus center. For α-amino-<i>H</i>-phosphinates, the transformation could be realized without
the protection of the amino group
