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Asymmetric Synthesis of Tetracyclic Benzo[a]quinolizidine Targets.

  作者 Allin, Steven M.;Gaskell, Sean N.;Elsegood, Mark R. J.;Martin, William P.;  
  选自 期刊  Journal of Organic Chemistry;  卷期  2008年73-16;  页码  6448-6451  
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[摘要]A novel, facile, and asym. approach for the synthesis of polycyclic benzo[a]quinolizidine targets is reported. In the prepn. of more functionalized derivs., the generation of the iminium ether salt intermediate I, formed from oxazolidinone II via an unprecedented retro-Diels-Alder/N-acyliminium cyclization cascade, was obsd. This iminium ether intermediate was isolated in a good yield, characterized by X-ray crystallog., and subsequently applied as a synthetic building block.

 
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