Synthesis of P-stereogenic secondary phosphine oxides using α-d-glucosamine as a chiral precursor

[Display omitted] Secondary phosphine oxides were synthesized using a two-step procedure: a basic hydrolysis of oxazaphospholidine SP-2 to form the secondary phosphinate RP-4, followed by the stereoselective nucleophilic attack of organometallic reagents to obtain the expected enantioenriched second...

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Bibliographic Details
Published in:Tetrahedron letters 2016-02, Vol.57 (5), p.543-545
Main Authors: Copey, Laurent, Jean-Gérard, Ludivine, Andrioletti, Bruno, Framery, Eric
Format: Article
Language:English
Subjects:
Asymmetric synthesis
d-Glucosamine
Oxazaphospholidine
Secondary phosphinate
Secondary phosphine oxides
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Summary:[Display omitted] Secondary phosphine oxides were synthesized using a two-step procedure: a basic hydrolysis of oxazaphospholidine SP-2 to form the secondary phosphinate RP-4, followed by the stereoselective nucleophilic attack of organometallic reagents to obtain the expected enantioenriched secondary phosphine oxides.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2015.12.074