A straightforward and versatile synthetic approach to 1-azabicyclic alkaloids
J Barluenga, C Mateos, F Aznar…
Index: Barluenga, Jose; Mateos, Carlos; Aznar, Fernando; Valdes, Carlos Journal of Organic Chemistry, 2004 , vol. 69, # 21 p. 7114 - 7122
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Citation Number: 16
Abstract
A very straightforward route to 1-azabicyclo alkaloid scaffolds with several ring sizes is reported. The final bicyclic structures were built through a synthetic scheme that involved (i) the construction of dienic 4-piperidone systems by an imino-Diels-Alder reaction between aminotrienes and N-ω-vinylimines, in the presence of Yb (OTf) 3, and (ii) the ring-closing metathesis reaction of these cyclic dienes, under the influence of the first-generation ...
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