Diastereoselective synthesis of α,α′-disubstituted β-ketophosphonates derivatives as building blocks for automated syntheses

A convenient and efficient synthesis of α,α′-disubstituted β-ketophosphonic derivatives in good to excellent de’s and yields has been achieved by α-acylation followed by diastereoselective α-alkylation of chiral 5-membered cyclic phosphonamidates. A convenient and efficient synthesis of α,α′-disubst...

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Bibliographic Details
Published inJournal of organometallic chemistry Vol. 690; no. 10; pp. 2626 - 2637
Main Authors Pirat, Jean-Luc, Marat, Xavier, Clarion, Ludovic, Van der Lee, Arie, Vors, Jean-Pierre, Cristau, Henri-Jean
Format Journal Article
LanguageEnglish
Published LAUSANNE Elsevier B.V 16.05.2005
Elsevier
Subjects
1,3,2-Oxazaphospholidine
Alkylation
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Diastereoselection
Physical Sciences
Science & Technology
β-Ketophosphonamidate
β-Ketophosphonamidate
Diastereoselection
1,3,2-Oxazaphospholidine
Alkylation
alkylation
1,3,2-oxazaphospholidine
diastereoselection
beta-ketophosphonamidate
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Summary:A convenient and efficient synthesis of α,α′-disubstituted β-ketophosphonic derivatives in good to excellent de’s and yields has been achieved by α-acylation followed by diastereoselective α-alkylation of chiral 5-membered cyclic phosphonamidates. A convenient and efficient synthesis of α,α′-disubstituted β-ketophosphonic derivatives in good to excellent de’s and yields has been achieved by α-acylation followed by diastereoselective α-alkylation of chiral 5-membered cyclic phosphonamidates.
ISSN:0022-328X
1872-8561
DOI:10.1016/j.jorganchem.2004.10.042