Stereocontrolled synthesis of four isomeric linoleate triols of relevance to skin barrier formation and function

RW Davis, A Allweil, J Tian, AR Brash, GA Sulikowski - Tetrahedron letters, 2018 - Elsevier
Linoleate triol esters are intermediates along the pathway of formation of the mammalian
skin permeability barrier. In connection with the study of their involvement in barrier
formation we required access to isomerically pure and defined samples of four linoleate triol
esters. A common synthetic strategy was developed starting from isomeric alkynols derived
from d-tartaric acid and 2-deoxy-d-ribose.