Mechanism of Wittig reaction with cyclic anhydrides

The reactions of stabilized phosphoranes with cyclic anhydrides give enol-lactones as final products. The initial condensation, however, leads to the formation of acyclic adducts that are observable by NMR, can be easily trapped, and, in some cases, can be isolated. A study of the mechanism of these...

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Veröffentlicht in:Canadian journal of chemistry 1992-07, Vol.70 (7), p.1985-1996
Hauptverfasser: Kayser, Margaret M, Hatt, Krista L, Hooper, Donald L
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container_end_page 1996
container_issue 7
container_start_page 1985
container_title Canadian journal of chemistry
container_volume 70
creator Kayser, Margaret M
Hatt, Krista L
Hooper, Donald L
description The reactions of stabilized phosphoranes with cyclic anhydrides give enol-lactones as final products. The initial condensation, however, leads to the formation of acyclic adducts that are observable by NMR, can be easily trapped, and, in some cases, can be isolated. A study of the mechanism of these condensations by NMR spectroscopic methods and by various trapping experiments is described and the reaction pathway is proposed.
doi_str_mv 10.1139/v92-249
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title Mechanism of Wittig reaction with cyclic anhydrides
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