E. Duchamp, B. Simard, S. Hanessian
Jun 26, 2019
Citations
0
Influential Citations
9
Citations
Journal
Organic letters
Abstract
A new methodology to synthesize 2,6-di-, and 2,2',6-trisubstituted morpholines via the reduction of oxabicyclic tetrazoles under mild conditions is described. The reaction proved successful for a wide range of tetrazoles, including sterically encumbered ones harboring gem-substituents on tertiary carbon centers. The mechanism for the decades-old reduction of tetrazoles to secondary amines is elucidated.