396098-62-7Relevant academic research and scientific papers
Nitrogen inversion as a diastereomeric relay in azasugar synthesis: The first synthesis of adenophorine
Maughan, Michael A. T.,Davies, Ieuan G.,Claridge, Timothy D. W.,Courtney, Steve,Hay, Phil,Davis, Benjamin G.
, p. 3788 - 3792 (2007/10/03)
A temperature-dependent relay of chirality is based on the inversion of the nitrogen lone pair in cyclic azasugars. Elimination from the conformation preferred at a given temperature leads to a cyclic imine, and in a subsequent nucleophilic attack the ste
Novel cyclic sugar imines: carbohydrate mimics and easily elaborated scaffolds for aza-sugars.
Davis, Benjamin G,Maughan, Michael A T,Chapman, Timothy M,Villard, Renaud,Courtney, Steve
, p. 103 - 106 (2007/10/03)
[reaction: see text] Representative simple or polyhydroxylated, pyrrolidine (e.g, DRAM) or piperidine (e.g., DNJ) imines not only are potential carbohydrate-processing enzyme inhibitors that may be formed as regioisomeric variants but also are scaffolds that may be rapidly elaborated to diversely functionalized aza-sugars through highly diastereoselective organometallic additions.
