Dimethyl 3-chloroprop-1-en-2-ylphosphonate. Part 3. Alkylation of anionic O and C nucleophiles and preparation of 1-alkenyl-2-phosphonates

IE Gurevich, JC Tebby, AV Dogadina…

Index: Gurevich, Igor E.; Tebby, John C.; Dogadina, Alla V.; Ionin, Boris I. Phosphorus, Sulfur and Silicon and Related Elements, 1999 , vol. 148, p. 61 - 78

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Citation Number: 23

Abstract

Abstract Under suitable reaction conditions 2-phosphorylated 3-chloropropene 1 monoalkylates methoxide, ethoxide, thiocyanate, methyl and ally1 Grignard reagents and acetamidomalonate—the latter reactions leading to 2-phosphorylated 1-butene, 1, 5- hexadiene and C-alkylated α-aminoacids. Diethyl malonate and ethyl acetoacetate give mixtures of mono and dialkylated products whereas ethyl cyanoacetate gives only ...