Synthesis of the first chiral phosphorous chelate aminophosphino-carbene complex and its applications in stereoselective addition reactions

Article abstract of DOI:10.1016/S0020-1693(99)00372-2

The first phosphorous chelate chiral aminophosphinomethyl carbene complex 5 has been synthesized. Its conjugated base represents a new chiral α-unsubstituted amide enolate equivalent for stereo selective addition reactions. The structure of the major diastereoisomer of the aldol addition complex between 5 and pO₂N-C₆H₄-CHO, solved by X-ray diffraction, shows that the (S)-enantiomer of the conjugated base of 5 reacts preferentially with the re face of the carbonyl function.