Synthesis of enantiomerically enriched Baylis–Hillman alcohols from their acetates: combination of kinetic resolution during the salt formation with (DHQD)2PHAL and following asymmetric induction during hydrolysis with NaHCO3 as a water surrogate

Enantiomerically enriched Baylis–Hillman alcohols 2a–d (S) were prepared in 25–42% yields with optical purities of 54–92% ee by using the combined concept of kinetic resolution during the salt formation of racemic Baylis–Hillman acetates 1a–d with (DHQD)2PHAL and the asymmetric induction during the SN2′ type reaction with sodium bicarbonate as a water surrogate.