ChemInform Abstract: Highly Stereoselective Construction of trans-(2,3)-cis(2,6)- Trisubstituted Piperidines: An Application to the Chiral Synthesis of Dendrobates Alkaloids.
Abstract
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ChemInform Abstract
Treatment of the piperidines (I) with cuprates leads to trans-(2,3)- cis-(2,6)-trisubstituted piperidines in a highly stereoselective manner. The latter are useful chiral building blocks for the synthesis of 5,8-disubstituted indolizidines such as (V) and 1,4-disubstituted quinolizidines like (VII) found in Dendrobates alkaloids.