|Title||Intramolecular Pyridinium Oxide Cycloadditions: Systematic Study of Substitution, Diastereoselectivity, and Regioselectivity.|
|Publication Type||Journal Article|
|Year of Publication||2021|
|Authors||Lu Y, Dey PN, Beaudry CM|
|Date Published||2021 Feb 24|
Intramolecular pyridinium oxide cycloadditions form complex polycyclic nitrogenous architectures. The diastereoselectivity and regioselectivity of pyridinium oxide cycloadditions was systematically investigated for the first time using complex substrates. Predictably high levels of diastereoselectivity and regioselectivity are observed, which can be attributed to minimization of steric (syn-pentane) and torsional strain in the products. The reaction is reversible under the reaction conditions, and it is stereospecific with respect to the dipolarophile geometry.
|Grant List||CHE-1956401 / / Division of Chemistry /|