First asymmetric total synthesis of (+)-sparteine |
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| Authors: | Smith Brenton T Wendt John A Aubé Jeffrey |
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| Institution: | The University of Kansas, Department of Medicinal Chemistry, Malott Hall, 1251 Wescoe Hall Drive, Room 4070, Lawrence, Kansas 66045-7582, USA. |
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| Abstract: | reaction: see text] The total synthesis of (+)-sparteine was accomplished from 2,5-norbornadione in 15 steps and 15.7% overall yield. The key steps were two ring-expansion reactions, one involving an intramolecular Schmidt reaction and one using a novel variant of the photo-Beckmann rearrangement. |
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