By Majoral J.-P.
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Extra info for New Aspects in Phosphorus Chemistry III
A selective C-coordination trans to the P phosphorus atom of the ligand is observed, probably resulting from steric interactions. The compound 70 has also been reported showing the ambident character (both C- and N-coordination) of the cyano-stabilized ylide as ligand. The authors have also transposed their work concerning the keto-bis-ylide and palladium, with the synthesis of the C-bonded complex 71 or the new cycloplatinated orthometallated compound 72. The latter by various treatments allows one to obtain other ylidic cationic complexes of platinum such as 73.
J. Cristau Key features of the cyclopropanation include the ylide acting as a mild base to isomerize the 1,2-dioxines into cis-g-hydroxy enones, followed by Michael addition of the ylide and last by cyclization of the intermediate enolate . It must be noted that the trans-g-hydroxyenones do not give the cyclopropanation. In a related work, the same authors present an expeditious synthesis of functionalized dihydronaphtofurans starting from dihydronaphtodioxines and stabilized phosphonium ylides .
3 Preparation by Modification of the Side Chain . . . . . . 4 Preparation by Acylation of Phosphonium Ylides . . . . . . 2 Reactivity of Stabilized Ylides . . . . . . . . . . . 1 Thermolysis of b-Oxo Phosphorus Ylides . . . . . . . . 2 Oxidation of Phosphonium Ylides . . . . . . . . . . 3 Reaction of Stabilized Phosphonium Ylides with Activated C=C Double Bonds . . . . . . . . . . . . . . . 42 42 43 44 44 45 45 46 47 3 C-Substituted Phosphonium Ylides .