Work

Copper-Catalyzed Diastereoselective Arylation of Tryptophan Derivatives: Total Synthesis of (+)-Naseseazines A and B

Year: 2013

Type: article

Abstract: A copper-catalyzed arylation of tryptophan derivatives is reported. The reaction proceeds with high site- and diastereoselectivity to provide aryl pyrroloindoline products in one step from simple starting materials. The utility of this transformation is highlighted in the five-step syntheses of the natural products (+)-naseseazine A and B.

Source: Journal of the American Chemical Society

DOI: 10.1021/ja4023557

Authors: Madeleine E. Kieffer, Kangway V. Chuang, Sarah E. Reisman

Institution: California Institute of Technology

Language: English

Topic: Catalytic Cross-Coupling Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: U.S. Public Health Service, National Institute of General Medical Sciences

Awards: G7386764685, New Methods and Strategies for the Synthesis of ETP Natural Products