Synfacts 2010(2): 0205-0205  
DOI: 10.1055/s-0029-1219211
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Stereoselective Synthesis of Quinolizidines and Indolizidines

Contributor(s): Mark Lautens, Chit Tsui
D. Yang, G. C. Micalizio*
The Scripps Research Institute, Jupiter, USA
Further Information

Publication History

Publication Date:
21 January 2010 (online)

Significance

Substituted indolizidines and qui­nolizidines are heterocyclic motifs found in a wide range of bioactive natural products and have been the topic of considerable interest in organic and medicinal chemistry. The authors report a convergent stereoselective synthesis of substituted indo­lizidines and quinolizidines 4 through chemo­selective coupling of functionalized allylsilanes 1 with imines 2. These highly substituted and stereodefined systems were obtained in good yield and high stereoselectivity.