Asymmetric Syntheses of (E)-δ-Hydroxymethyl-anti-homoallylic Alcohols via Highly Enantio- and Stereoselective Aldehyde Allylation with α-Borylmethyl-(E)-crotylboronate

Highly stereo- and enantioselective synthesis of (E)-delta-hydroxymethyl-anti-homoallylic alcohols is reported. Under the developed conditions, reactions between aldehydes and chiral nonracemic alpha-borylmethyl-(E)-crotylboronate upon oxidative workup gave delta-hydroxymethyl-anti-homoallylic alcohols with high E-selectivities and enantioselectivities.

Automated summary

Highly stereo- and enantioselective synthesis of (E)-delta-hydroxymethyl-anti-homoallylic alcohols is achieved through reactions between aldehydes and chiral nonracemic alpha-borylmethyl-(E)-crotylboronate, resulting in high E-selectivities and enantioselectivities.