| Budget Amount *help |
¥17,420,000 (Direct Cost: ¥13,400,000、Indirect Cost: ¥4,020,000)
Fiscal Year 2017: ¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000)
Fiscal Year 2016: ¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000)
Fiscal Year 2015: ¥7,800,000 (Direct Cost: ¥6,000,000、Indirect Cost: ¥1,800,000)
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| Outline of Final Research Achievements |
Exploiting a carbonyl group installed at the C3 position of the 1,6-dihydropyridine (DHP) system, we devised a strategy for cyanomethylation at C2/C6 and subsequent divergent installation of an allyl group at C3/C5 in a highly regio- and stereo-controlled manner. Installation of the gem-dimethyl groups at C6 positions could inhibit disproportionation and allowed region-controlled dimerization gaining a concise access to a halicyclamine-type skeleton.
Intramolecular hydroarylations of N-propargylated tetrahydrocarbolines were efficiently mediated by Zn(OTf)2. We systematically implemented divergent annulations involving two kinds of ring-expansion reactions and spirocyclizations that efficiently generated three distinct alkaloidal scaffolds. Furthermore, we found intriguing solvent effects of t-BuOH.
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