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J Org Chem. 1996 Sep 20;61(19):6581-6586. doi: 10.1021/jo960956l.

Application of Arene-Ruthenium Chemistry to a Formal Total Synthesis of OF 4949 III.

The Journal of organic chemistry

Anthony J. Pearson, Penglie Zhang, Kieseung Lee

Affiliations

  1. Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106.

PMID: 11667524 DOI: 10.1021/jo960956l

Abstract

A convergent formal total synthesis of OF 4949 III is described. Arene-ruthenium chemistry was used in the construction of the diaryl ether linkage in high yield, and cycloamidation under high dilution conditions (0.005 M) was achieved using DPPA as coupling reagent. SmI(2) was used to reductively remove the 2-iodoethyl ester protecting group in the presence of DMPU or HMPA.

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