ol401370b_si_001.pdf (12.41 MB)
A Tandem Organocatalytic α‑Chlorination–Aldol Reaction That Proceeds with Dynamic Kinetic Resolution: A Powerful Tool for Carbohydrate Synthesis
journal contribution
posted on 2013-07-19, 00:00 authored by Milan Bergeron-Brlek, Timothy Teoh, Robert BrittonA tandem, proline-catalyzed α-chlorination/aldol reaction is described that involves a dynamic kinetic resolution of α-chloroaldehyde intermediates. The resulting syn-chlorohydrins are produced with good to excellent diastereoselectivity in high enantiopurity and provide new opportunities for the synthesis of carbohydrates.