Literature DB >> 21749086

Stereoselective synthesis of the eastern quinolizidine portion of himeradine A.

Nathan D Collett1, Rich G Carter.   

Abstract

The synthesis of the C(15)-C(17)/N(1')-C(11') quinolizidine portion of himeradine A is disclosed. An intramolecular, heteroatom Michael addition was employed to establish the C(6') stereogenic center with high diastereoselectivity. The quinolizidine ring was constructed using microwave-induced cyclization at the N(1')-C(2') position. The C(17) stereogenic center was introduced through a diastereoselective Overman rearrangement.
© 2011 American Chemical Society

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Year:  2011        PMID： 21749086      PMCID： PMC3150458          DOI： 10.1021/ol201704g

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  18 in total

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