Asymmetric 1, 6‐Conjugate Addition of para‐Quinone Methides for the Synthesis of Chiral β, β‐Diaryl‐α‐Hydroxy Ketones. Issue 1 (15th November 2017) - Gao, Yuan‐Yuan
Abstract: A direct asymmetric 1, 6‐conjugated addition of α ‐hydroxy ketone to para ‐quinone methides has been developed. It is an efficient approach to the synthesis of chiral β, β ‐diaryl‐ α ‐hydroxy ketones. The reaction runs smoothly in the presence of ZnEt2 and nonracemic bis(diarylhydroxymethylpyrrolidinylmethyl)phenols (ProPhenols), and the desired products are obtained in good yields (up to 88%) and with high stereoselectivity (up to >99% ee and up to >99:1 dr). This reaction also can be run on a gram scale without impacting its enantioselectivity. Abstract :