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Synfacts 2011(3): 0241-0241
DOI: 10.1055/s-0030-1259412
DOI: 10.1055/s-0030-1259412
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of the Proposed Structure of Briarellin J
M. T. Crimmins*, M. C. Mans, A. D. Rodríguez
University of North Carolina at Chapel Hill, USA and University of Puerto Rico, San Juan, Puerto Rico
Further Information
Publication History
Publication Date:
16 February 2011 (online)
Significance
The briarellins A-P were isolated from alcyonarians (octocoral) located in the Caribbean and Pacific Ocean. The relative stereochemistry was proposed from NMR spectroscopy and comparative NOESY studies. The absolute configurations of briarellins E and F have been confirmed by total synthesis. The above synthesis did not correspond to the isolated natural product. A revised structure is proposed based on further NOESY studies and crystallographic data of an advanced intermediate.