19753-62-9Relevant articles and documents
Reaction of 2-Chlorooxiranes with Phosphites and Phosphanes: A New Route to β-Carbonylphosphonic Esters and -phosphonium Salts
Herzig, Christian,Gasteiger, Johann
, p. 601 - 614 (2007/10/02)
Reaction of alkylsubstituted 2-chlorooxiranes 6 with trialkyl phosphites 11 gives β-carbonylphosphonic diesters (12a, b, 15a, b, 20a, 21a), free of isomeric enol phosphates or α,β-epoxyphosphonates. 2-Chloro-2-(chloromethyl)oxirane (6c) undergoes with 11 an Arbusov reaction followed by a Perkow reaction ( -> 18 -> 17).The limitation of the method is probed with sterically crowded substituents in 3-position of 6. 6b yields with triphenylphosphane a β-ketophosphonium salt (23), which can be converted to a keto-ylide (24).
