A Concise Stereoselective Route to C- and P- Chirogenic Hydroxypropyl Phosphines by Ring-Opening of Optically Active Oxaphospholane-2-oxide

摘要

abstract_textpA facile, stereoselective method for the synthesis of both carbon- and P-chirogenic phosphine oxides and phosphines bearing a hydroxyl chelating arm was developed. A carefully designed oxaphospholane was constructed via tandem Arbuzov- intramolecular cyclization reaction, using commercially available compounds. Regioselective ring opening alkylation/arylation provided optically active phosphine oxides within two synthetic steps. An additional step of stereospecific deoxygenation produced P-chirogenic tertiary phosphines in high dr./p/abstract_text