Diastereoselective Synthesis of New P‐Stereogenic (ortho‐Hydroxyaryl)diazaphospholidine–Borane Complexes by a Totally Stereoselective P–O to P–C Migration Rearrangement

The totally diastereoselective synthesis of new P-stereogenic (o-hydroxyaryl)diazaphospholidines, in the form of their borane complexes 4a–4h, is described. The efficiency of this procedure is based both, on a one-pot and totally diastereoselective synthesis of the precursors (ortho-bromoaryloxy)diazaphosphospholidine–borane complexes 3a–3h, and on a stereoselective P–O to P–C migration rearrangement. A X-ray diffraction study of the structures of the product 4f and his precursor 3f shows unambiguously the totally stereoselectivity of the P–O to P–C rearrangement with clean retention of the phosphorus configuration.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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