New class of β-aminoalcohol ligands derived from isosorbide and isomannide: application in hydrogen transfer reduction of prochiral ketones

Starting from isosorbide and isomannide, two by-products from the starch industry, a family of chiral functionalized β-aminoalcohols presenting a THF ring has been synthesized as potential ligands for hydrogen transfer reduction of prochiral ketones. Under optimal conditions, more than 70% ee with an excellent conversion were obtained for the HTR of the acetophenone.

Graphical abstractA new family of chiral functionalized β-aminoalcohols was synthesized from isosorbide (L∗a) and isomannide (L∗b). More than 70% ee with an excellent conversion were obtained for the HTR of acetophenone.Figure optionsDownload full-size imageDownload as PowerPoint slide