Monday, November 6, 2017

Total Synthesis of (−)-Geissoschizol through Ir-Catalyzed Allylic Amidation as the Key Step: OL 2017

Total Synthesis of (−)-Geissoschizol through Ir-Catalyzed Allylic Amidation as the Key Step

http://pubs.acs.org/doi/10.1021/acs.orglett.7b03133






The iridium-catalyzed, Zn(OTf)2 promoted asymmetric allylic amidation of a secondary alcohol derived from tryptamine has been utilized to forge a tetrahydro-β-carboline. Based on this key step, a novel, facile, and enantioselective total synthesis of (−)-geissoschizol was achieved in 10 steps.

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