| Budget Amount *help |
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2014: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2013: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2012: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
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| Outline of Final Research Achievements |
In this research, we established new type of alkylation reaction with esters as a alkylating reagents:1)A ruthenium complex, , effectively catalyzes two types of N-alkylation of p-tosylamides by combination of esters (R1CO2R2) as an alkyl source and hydrosilane as the reducing reagents. With primary- and secondary-alkyl esters reductive alkylation occurs to give R3N(CH2R2)Ts. In contrast the reactions with tertiary-alkyl esters result in cleavage of the C-O bond giving rise to introduction of tertiary-alkyl group to form R3N(R2)Ts. These new N-alkylation reactions are useful for construction of natural product skeletons.
2)In the presence of copper complex, alpha-halocarbonyl compounds undergo tert-alkylation of styrene derivatives via radical reaction. A copper catalyst system can induce the alkylation of styrenes with tert-alkyl halides possessing a withdrawing group under very mild conditions. This reaction provides an efficient synthetic methodology for tertiary-alkylated styrenes.
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