Synthesis of γ-hydroxypropyl P-chirogenic (±)-phosphorus oxide derivatives by regioselective ring-opening of oxaphospholane 2-oxide precursors

• Iris Binyamin,
• Shoval Meidan-Shani and
• Nissan Ashkenazi

Beilstein J. Org. Chem. 2015, 11, 1332–1339, doi:10.3762/bjoc.11.143

• may possess further functionalities in addition to the phosphorus center such as the γ-hydroxypropyl group which results from the ring opening and π-donor moieties such as aryl, allyl, propargyl and allene which originates from the Grignard reagent. Keywords: chirogenic phosphorus; Grignard reagents

• ). Thus, oxaphospholanes can potentially form a new P–C bond in an entirely regioselective manner via cleavage of the single endocyclic P–O bond [35][36][37]. Based on this mechanism, the unique properties of oxaphosphorinanes and oxaphospholanes may also be used to form chirogenic (±)-phosphorus