Synthesis of enantiomerically enriched baylis-hillman alcohols from their acetates:combination of kinetic resolution during the salt formation with (DHQD0_2PHAL and following asymmetric induction during hydrolysis with NaHCO_3 as a water surrogate

摘要

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 S_N2' type reaction with sodium bicarbonate as a water surrogate.