| Budget Amount *help |
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2016: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2014: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
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| Outline of Final Research Achievements |
By using our own acid catalysts, we recently found that some silyl acetals were easily formed. On the basis of this finding, we developed some novel cascade reactions induced by treatment of the silyl acetals with fluoride sources. In particular, silyl acetals derived from 4-alkynylisocoumarine derivatives produced 1,2,3,4-tetrasubstitued naphthalenes in a highly regioselective manner.
Our naphthalene synthesis is the two-step reaction; 1) acidic zwitterion-induced addition of ketene silyl acetal to lactonic carbonyl group, and 2) fluoride-triggered ring-rearrangement reaction. In the first step, a notably high level of chemoselectivity was observed. This is an important advantage to realize a wide range of application scope for the present methodology.
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