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. Author manuscript; available in PMC: 2013 Nov 18.
Published in final edited form as: Tetrahedron. 2012 Nov 18;68(46):9307–9343. doi: 10.1016/j.tet.2011.12.070

Scheme 37.

Scheme 37

(a) Hoffman degradation/cross-metathesis of xestoproxamine C. (b) Hoffman degradation/cross-metathesis product from xestoproxamine A and optically enriched model compound 234. (c) CD spectra of 232, 233, and 234 in MeOH at 23°C. Reproduced with permission from Morinaka B..I, Molinski T.F. Xestoproxamines A-C from Neopetrosia proxima. Assignment of absolute stereostructure of bis-piperidine alkaloids by integrated degradation-CD analysis. J Nat Prod. 2011 Mar 25;74(3):430–40. Epub 2011 Feb 22. (Ref. ccxiv).