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Total Synthesis of (+)-trans-Dihydronarciclasine Utilizing Asymmetric Conjugate Addition
Journal article   Peer reviewed

Total Synthesis of (+)-trans-Dihydronarciclasine Utilizing Asymmetric Conjugate Addition

Ken-ichi Yamada, Yuzo Mogi, Magdi A. Mohamed, Kiyosei Takasu and Kiyoshi Tomioka
Organic letters, Vol.14(23), pp.5868-5871
07/12/2012
PMID: 23145975

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
A highly efficient short-step construction of the common phenanthridine skeleton of pancratistatin-class alkaloids was accomplished in enantiomerically pure form using chiral ligand-controlled asymmetric conjugate addition. The utility of the intermediate was demonstrated by the total synthesis of (+)-trans-dihydronarciclasine with mild oxidation from an amine to an amide as a key step.

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