Tetrahedron Letters p. 2693 - 2696 (1992)
Update date:2022-09-26
Topics:
Cristau, Henri-Jean
Perraud-Darcy, Anne
Ribeill, Yves
Lithium diphenylphosphonium diylides readily attack phenylisocyanate and dicyclohexylcarbodiimide.The formed semi-stabilised ylides bear a metallated amide or amidine functium.Their use in situ as Wittig reagents towards aldehydes and ketones is shown to be a new one-pot, E-stereoselective synthesis for α,β-unsaturated anilides and amidines.Moreover, the corresponding phosphonium salts were isolated.Key Words: lithium phosphonium diylides; pseudo-acylation reaction; Wittig-reaction; vinylic amides and amidines.
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