Formal Total Synthesis of (±)-Strictamine Based on a Gold-Catalyzed Cyclization

descriptionPublicationkeyboard_double_arrow_right Article 24 Mar 2016 English Publisher:American Chemical Society (ACS)Journal:Organic Letters, volume 18, pages 1,670-1,673 (issn: 1523-7060, eissn: 1523-7052,

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Authors: Nishiyama, Daisuke; Ohara, Ayako; Chiba, Hiroaki; Kumagai, Hiroshi; Oishi, Shinya; Fujii, Nobutaka; Ohno, Hiroaki;

doi: 10.1021/acs.orglett.6b00536

pmid: 27011119

handle: 2433/241632

Formal Total Synthesis of (±)-Strictamine Based on a Gold-Catalyzed Cyclization

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Abstract

A gold-catalyzed cyclization of 1-propargyl-1,2,3,4-tetrahydro-β-carboline led to formation the D-ring of strictamine. Functional group modifications of the resulting tetracyclic indolenine led to the formal total synthesis of (±)-strictamine.

Related Organizations

Kyoto University
Japan

Keywords

Alkaloids, Molecular Structure, Cyclization, Stereoisomerism, Gold, Catalysis

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