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Published on: September 21, 2019
Diastereoselective Synthesis of Polycyclic Indolizines with 2-(2-Enynyl)pyridines and Enamines
Stalin R Pathipati1, Angela van der Werf1, Nicklas Selander1
1Department of Organic Chemistry, Arrhenius Laboratory , Stockholm University , SE-106 91 Stockholm , Sweden.
Abstract:
A diastereoselective metal-catalyzed reaction of 2-(2-enynyl)pyridines and cyclic enamines is reported. The method provides access to a variety of substituted indolizine derivatives by variation of the enyne component and the reaction conditions. Performing the reaction using a preformed enamine led to the formation of polycyclic indolizines. With in situ generated enamines, ketone-containing indolizine derivatives were obtained. An asymmetric reaction of 2-(2-enynyl)pyridines and enamines generated from an aldehyde and a catalytic amount of amine is presented.
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