The structure elucidation of a novel natural product pavettamine (1), the causal agent of the plant toxicosis gousiekte, is reported. The structure was defined by analysis of NMR and MS data and the relative configuration followed from the 13C NMR data of the acetonide derivative. The absolute stereochemistry was established by total synthesis from (2S)-malic acid using chiral sulfoxide methodology as (2S,4R,8R,10S)-1,11-diamino-6-aza-undecane-2,4,8,10-tetraol.
Reference:
Bode, ML, Gates, PJ, Gebretnsae, SY and Vleggaar, R. 2010. Structure elucidation and stereoselective total synthesis of pavettamine, the causal agent of gousiekte. Tetrahedron, Vol. 66(11), pp 2026-2036
Bode, M., Gates, P., Gebretnsae, S., & Vleggaar, R. (2010). Structure elucidation and stereoselective total synthesis of pavettamine, the causal agent of gousiekte. http://hdl.handle.net/10204/4546
Bode, ML, PJ Gates, SY Gebretnsae, and R Vleggaar "Structure elucidation and stereoselective total synthesis of pavettamine, the causal agent of gousiekte." (2010) http://hdl.handle.net/10204/4546
Bode M, Gates P, Gebretnsae S, Vleggaar R. Structure elucidation and stereoselective total synthesis of pavettamine, the causal agent of gousiekte. 2010; http://hdl.handle.net/10204/4546.
Copyright: 2010 Elsevier. This is the authors pre print version of the work. The definitive version is published in Tetrahedron, Vol. 66(11), pp 2026-2036
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