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Article

Extending Pummerer Reaction Chemistry. Synthesis Studies in the Phakellin Alkaloid Area

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Ken S. Feldman,* Amanda P. Skoumbourdis, and Matthew D. Fodor

Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802

J. Org. Chem., 2007, 72 (21), pp 8076–8086

DOI: 10.1021/jo701487j

Publication Date (Web): September 13, 2007

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, ksf@chem.psu.edu

Abstract

The syntheses of (±)-dibromophakellstatin and, from this species, (±)-dibromophakellin are described. Oxidative cyclization of a phenylthiolated dihydrooroidin derivative triggered by a Pummerer reaction constitutes the key step in this biomimetic approach to this family of marine alkaloids.

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Published In Issue October 12, 2007
Received July 17, 2007

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Article

Extending Pummerer Reaction Chemistry. Synthesis Studies in the Phakellin Alkaloid Area

Abstract

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History

Recommend & Share

Related Content

Extending Pummerer Reaction Chemistry. Application to the Total Synthesis of (±)-Dibromoagelaspongin

Extending Pummerer Reaction Chemistry. Synthesis of (±)-Dibromophakellstatin by Oxidative Cyclization of an Imidazole Derivative

Enantioselective Total Synthesis of (+)-Dibromophakellstatin

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