A sort synthesis of polyhydroxylated pyrrolizidines via sequential 1,3-dipolar cycloaddition and reductive amination

作者：Gkizis Petros; Argyropoulos Nikolaos G; Coutouli Argyropoulou Evdoxia^*

来源：Tetrahedron, 2013, 69(42): 8921-8928.

DOI：10.1016/j.tet.2013.07.098

• Pyrrolizidines
• Reductive amination
• 1,3-Dipolar cycloaddition
• Nitrones
• Azasugars

Polyhydroxylated pyrrolizidines bearing a methyl group at C-5 have been synthesized by 1,3-dipolar cycloaddition of five membered cyclic nitrones with methyl vinyl ketone followed by a N-O reductive cleavage and in situ intramolecular reductive amination. The stereochemistry of the obtained compounds is examined in relation to the reactions mechanism.

• 出版日期2013-10-21