436807-20-4Relevant academic research and scientific papers
A stereoselective intramolecular 1,3-dipolar nitrone cycloaddition for the synthesis of substituted chromanes
Zhao, Qian,Han, Fusen,Romero, Donna L.
, p. 3317 - 3322 (2002)
A stereoselective intramolecular 1,3-dipolar nitrone cycloaddition useful in the synthesis of chromanes is described. The reaction relies on the use of a chiral auxiliary on the nitrone partner. Key to the success of the reaction is the choice of auxiliary and the choice of Lewis acid catalyst. Utilizing an auxiliary with a pendant coordinating group, and Zn(OTf)2 as the Lewis acid, diastereoselectivities up to 22:1 could be achieved.
