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A Concise Asymmetric Total Synthesis of (+)-Epilupinine
Tomohiro Tsutsumi1, Sangita Karanjit1, Atsushi Nakayama1
1Graduate School of Pharmaceutical Science and Research Cluster on "Innovative Chemical Sensing" , Tokushima University , 1-78-1 Shomachi , Tokushima 770-8505 , Japan.
Abstract:
Asymmetric total synthesis of (+)-epilupinine was achieved in just three steps using only commercially available common reagents. The total synthesis involved alkylations of N-nosylamide, ozone oxidation, and sequential reactions of the removal of the nosyl group, intramolecular dehydrative condensation, intramolecular Mannich reaction catalyzed by l-proline, and a reduction.
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