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Activated sulfahydantoin as Boc-glycine enolate equivalent ; highly diastereoselective α- hydroxyalkylation and application to the synthesis of aldopentonate analogues. Tetrahedron Letters, 2009. 50. 1100-1104

Djamel Bouchouk, Evelena Colacino, Loic Toupet, Noureddine Aouf, Jean Martinez and Georges Dewynter (2009) Activated sulfahydantoin as Boc-glycine enolate equivalent ; highly diastereoselective α- hydroxyalkylation and application to the synthesis of aldopentonate analogues. Tetrahedron Letters, 2009. 50. 1100-1104. Tetrahedron Letters 2009. 50. 1100-1104 , (),

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Abstract

N-Boc-activated sulfahydantoin can be seen as glycine enolate equivalent. It appeared as a convenient
starting material for the stereocontrolled preparation of threonine homologues through an alkaline syn
aldolization involving a Boc migration. The methodology allowed the one-pot preparation of constrained
analogues of polyoxamic acid.


BibTex

@article{uniusa345,
    title={Activated sulfahydantoin as Boc-glycine enolate equivalent ; highly diastereoselective α- hydroxyalkylation and application to the synthesis of aldopentonate analogues. Tetrahedron Letters, 2009. 50. 1100-1104},
    author={Djamel Bouchouk, Evelena Colacino, Loic Toupet, Noureddine Aouf, Jean Martinez and Georges Dewynter},
    journal={Tetrahedron Letters 2009. 50. 1100-1104}
    year={2009},
    volume={},
    number={},
    pages={},
    publisher={}
}