Asymmetric Syntheses of (<i>E</i>)-δ-Hydroxymethyl-<i>anti</i>-homoallylic Alcohols via Highly Enantio- and Stereoselective Aldehyde Allylation with α-Borylmethyl-(<i>E</i>)-crotylboronate
Jiaming Liu, Shang Gao, Ming Chen
Abstract
Highly stereo- and enantioselective synthesis of (E)-δ-hydroxymethyl-anti-homoallylic alcohols is reported. Under the developed conditions, reactions between aldehydes and chiral nonracemic α-borylmethyl-(E)-crotylboronate upon oxidative workup gave δ-hydroxymethyl-anti-homoallylic alcohols with high E-selectivities and enantioselectivities.
Topics & Concepts
HydroxymethylChemistryStereoselectivityEnantioselective synthesisAldehydeOrganic chemistryStereochemistryCatalysisAsymmetric Synthesis and CatalysisSynthetic Organic Chemistry MethodsAdvanced Synthetic Organic Chemistry