Non-enzymatic kinetic resolution of beta-amino alcohols using C-12 higher carbon sugar as a chiral auxiliary

作者:Zhang, Jing-Yu; Liu, Hong-Min*; Xu, Hai-Wei; Shan, Li-Hong
来源:Tetrahedron: Asymmetry , 2008, 19(4): 512-517.
DOI:10.1016/j.tetasy.2008.01.039

摘要

An efficient non-enzymatic kinetic resolution strategy capable of accessing optically active P-adrenergic antagonists intermediates is reported. The C-12 higher carbon sugar derived from naturally occurring sucrose was employed to probe the kinetic resolution. Excellent enantiomeric excesses (ee >99%) and high yields were obtained under very mild conditions. The chiral auxiliary could be recovered in a high reclaimed ratio (>95%) and reusable form without any decrease of the resolving ability.