α-(trans-Vinyl) phosphonamides with different substituents at the β-position were stereoselectively synthesized in high yields by treatment of β-substituted α-epoxy-α-trimethylsilyl phosphines with oxidizing agents. The corresponding phosphonamides were unstable in most cases and underwent reductive elimination affording desilylated vinyl derivatives. In turn, α-epoxy phosphines resulted from the [1+2] addition of [bis(diisopropylamino)phosphino](trimethylsilyl)carbene 2 to aliphatic, aromatic, and heteroaromatic aldehydes. In this way, a great variety of vinyl compounds have been efficiently prepared through one-pot procedure. © 2009 Elsevier Ltd. All rights reserved.
|Publication status||Published - 21 Mar 2009|
- Epoxy phosphonamides
- Reductive elimination
- Stable carbene
- Vinyl phosphonamides