Work

Total Synthesis of (±)-Calcaridine A and (±)-epi-Calcaridine A

Year: 2008

Type: article

Abstract: The first total synthesis of the Leucetta alkaloid calcaridine A is described based on a biosynthetic postulate. Application of an oxidative rearrangement of a 4,5-disubstituted imidazole leads to the formation of both calcaridine A and epi-calcaridine A. An X-ray crystal structure determination on the latter has allowed the assignment of the relative configuration of the epimeric natural product and calcaridine A by extrapolation.

Source: Organic Letters

DOI: 10.1021/ol802018r

Authors: Panduka B. Koswatta, Rasapalli Sivappa, H. V. Rasika Dias, Carl J. Lovely

Institution: The University of Texas at Arlington

Language: English

Topic: Advanced Synthetic Organic Chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Institutes of Health, National Institute of General Medical Sciences

Awards: G1129351179, Approaches to Bioactive Aminoimidazole Natural Products