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 beta-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. (C) 2010 Elsevier Ltd. All rights reserved.