A stereoselective synthetic entry to β-substituted α-[(trans)-vinyl] phosphonamides
摘要:
alpha-(trans-Vinyl) phosphonamides with different substituents at the beta-position were stereoselectively synthesized in high yields by treatment of beta-substituted alpha-epoxy-alpha-trimethylsilyl phosphines with oxidizing agents. The corresponding phosphonamides were unstable in most cases and underwent reductive elimination affording desilylated vinyl derivatives. In turn, alpha-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. (C) 2009 Elsevier Ltd. All rights reserved.