| Budget Amount *help |
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2014: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2013: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
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| Outline of Final Research Achievements |
The purpose of the present research is to reveal the mechanistic insight of diastereoselective synthesis of di-substituted piperidine derivatives accomplished by the reaction of N-acyliminium ions, which are prepared by the Indirect Cation Pool Method. The reactions of highly reactive N-acyliminium ions having a piperidine skeleton with a substituent, generated and accumulated from the corresponding thioaminals by the treatment of electrochemically generated arylsulfonium ion pool, with carbon nucleophiles gave rise to the formation of the corresponding of di-substituted piperidine derivatives in a highly-stereoselective manner. We validated the relationship of the conformations of cationic intermediates and stereoselectivities. The conformations of the N-acyliminium ions were determined by NMR spectroscopy, and the origin of the stereoselectivity was mostly clarified.
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