Ni-Catalyzed Enantioselective Allylic Alkylation of H-Phosphinates

The asymmetric synthesis of P-stereogenic phosphinates through allylic alkylation of H-phosphinates has been developed. With Hphosphinates and allylic acetates as the starting materials, a variety of allylic P-chiral phosphinates were accessed in high enantioselectivities of up to 92% ee and generally high yields. In addition, a further study demonstrated the applicability of this protocol, including the scale-up synthesis and facile transformation of chiral products from phosphinates to phosphine oxides with organolithium reagents under mild reaction conditions.

Automated summary

The asymmetric synthesis of allylic P-stereogenic phosphinates from H-phosphinates has been successfully developed, achieving high enantioselectivities of up to 92% ee and generally high yields. Furthermore, this method is applicable for scale-up synthesis and facile transformation of chiral products from phosphinates to phosphine oxides under mild reaction conditions, demonstrating its versatility and practicality.