The scope of the reductive-alkylation of chiral endo-himimide derived from (R)-phenylglycinol was studied. Careful structural studies by means of both X-ray crystallographical analysis and 1 H NMR spectroscopy analysis on the intermediates and products obtained during these studies allowed us to assign the structures of all the products obtained, and then to conclude that both the Grignard reagents addition (to 1) and the reductive deoxygenation of 2/3 via N-acyliminium intermediates A occurred stereospecifically from the convex face of either 1 or A.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.