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Mosher's Amide-Based Assignment of the Absolute Configuration of Phantasmidine
Journal article   Peer reviewed

Mosher's Amide-Based Assignment of the Absolute Configuration of Phantasmidine

Barry B. Snider and Quan Zhou
Heterocycles, Vol.88(1), pp.779-787
2014

Abstract

Toxins Amphibian Venoms Phantasmidine Molecular configuration Molecular Biochemistry Organic Chemistry
The absolute configuration of phantasmidine was assigned by analysis of the two conformers of the two Mosher amides. The expected shielding of the protons adjacent to the nitrogen and large long range shielding (~1 ppm) of the cyclobutane methylene protons in 16major and the pyridine protons of 16minor by the phenyl group of the Mosher amide allows the assignment of absolute configuration as shown in Schemes 4 and 5.

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