An efficient method for the asymmetric synthesis of highly optically pure 2-substituted piperidines and 6-substituted piperidine-2-ones from aldehydes was developed by a sequence of enantioselective hydrazone allylation and ring closing metathesis. This method was found to be effective for a variety of substrates, showing substrate generality. The method's synthetic utility was illustrated in concise synthesis of the alkaloid (R)-(-)-coniine.
Bibliographical noteFunding Information:
This work was supported by a Korea Research Foundation Grant ( KRF-2009-0074839 and KRF-2011-0021279), which was funded by the Korean Government.
All Science Journal Classification (ASJC) codes
- Drug Discovery
- Organic Chemistry