Asymmetric synthesis of highly enantioenriched 2-substituted piperidines and 6-substituted piperidine-2-ones by a combination enantioselective hydrazone allylation with ring closing metathesis (Retracted article. See vol. 71, pg. 889, 2015)

作者：Piao Fengnu; Mishra Mithilesh Kumar; Jang Doo Ok^*

来源：Tetrahedron, 2012, 68(35): 7050-7055.

DOI：10.1016/j.tet.2012.06.061

• Alkaloid
• Piperidine
• Piperidinone
• Homoallylamine
• Allylation
• Hydrazone
• Ring closing metathesis

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.

• 出版日期2012-9-2