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With the objective of establishing why reaction of the proposed molecular motors 7 and 22 with carbonyldiimidazole and phosgene does not result in unidirectional rotation, N-ethyl-2-[4-(N,N-dimethylamino)-2-pyridinyl]benzenamine [28, 2-(2-(ethylamino)phenyl)DMAP] was examined as a model substrate. The synthesis of 28 is described. Compound 28 was found to react with phosgene to give the unexpectedly...
The synthesis of octadehydromichellamine (4), as the fully dehydrogenated structural analog of the naturally occurring michellamines (1), is described. This derivative is the first michellamine-type quateraryl without centrochirality and thus constitutes a distinctly simplified structural michellamine analog. Key step of the total synthesis is the twofold coupling of a bis-O-triflate activated central...
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