663172-32-5Relevant academic research and scientific papers
High ?-Facial Selectivity Through Chelation of Magnesium Ions in the DMD Epoxidation of α,β-Unsaturated Imides with Chiral Pyrrolidinone Auxiliaries
Adam, Waldemar,Zhang, Aimin
, p. 147 - 152 (2004)
High diastereoselectivity, nut of the opposite sense, is observed in the epoxidation (DMD or mCPBA) of α,β-unsaturated imides equipped with pyrrolidinone-type chiral auxiliaries that bear either a hydroxymethyl or trityloxymethyl side chain. This unprecedented reversed ?-facial differentiation is promoted by chelation of a magnesium ion, which results in conformational control over the essential steric interactions.
