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Synthesis of P-chiral enephosphonic acid derivatives

Grison, Claude; Comoy, Corinne; Chatenet, David ORCID logoORCID: https://orcid.org/0000-0002-7270-4328 et Coutrot, Philippe (2002). Synthesis of P-chiral enephosphonic acid derivatives Journal of Organometallic Chemistry , vol. 662 , nº 1–2. pp. 83-97. DOI: 10.1016/S0022-328X(02)01889-2.

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Résumé


An efficient and convenient synthesis of chiral enephosphonic acid derivatives (enephosphonates, enephosphonamides, enephosphinates) was reported by a two-step procedure involving alkylidenediphosphorylation of nucleophiles followed by a Horner–Emmons olefination. Depending on the selected strategy, the synthesis could be executed according to a one-pot or a two-step reaction sequence. Regioselectivity of Horner–Emmons reaction and 31P-NMR study of diphosphorylated anions were described. Synthesis of P-chiral enephosphonic acid derivatives. A synthesis of chiral enephosphonic acid derivatives (enephosphonates, enephosphonamides, enephosphinates) was reported by a two-step procedure involving alkylidene diphosphorylation of nucleophiles followed by a Horner–Emmons olefination. Depending on the selected strategy, the synthesis could be executed according to a one-pot or a two-step reaction sequence. Regioselectivity of Horner–Emmons reaction and 31P-NMR study of diphosphorylated anions were described.

Type de document: Article
Mots-clés libres: Alkylidenediphosphorylation; Horner reaction; Diphosphorylated carbanions; 31P-NMR study; Chiral enephosphorylated derivatives
Centre: Centre INRS-Institut Armand Frappier
Date de dépôt: 03 mars 2025 21:02
Dernière modification: 03 mars 2025 21:02
URI: https://espace.inrs.ca/id/eprint/14725

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