| Budget Amount *help |
¥18,460,000 (Direct Cost: ¥14,200,000、Indirect Cost: ¥4,260,000)
Fiscal Year 2014: ¥5,850,000 (Direct Cost: ¥4,500,000、Indirect Cost: ¥1,350,000)
Fiscal Year 2013: ¥5,720,000 (Direct Cost: ¥4,400,000、Indirect Cost: ¥1,320,000)
Fiscal Year 2012: ¥6,890,000 (Direct Cost: ¥5,300,000、Indirect Cost: ¥1,590,000)
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| Outline of Final Research Achievements |
Synthetic chemistry of allenic compounds, which are important synthones in organic chemistry, has been developed using various transition-metal speceis. It was found that the use of BDT, which is a cyclic bissulfone, as a pronucleophile in the palladium-catalyzed allene synthesis reaction afforded the corresponding axially chiral allenes in high yields with excellent enantioselectivity. This novel reaction conditions enabled us to access various alkyl-substituted allenes, and thus the asymmetric total synthesis of a wide range of naturally occurring allenes could be realized.
Easily accessible 3-bromopenta-2,4-dienyl acetate was applied to the palladium-catalyzed reaction with soft nucleophiles. The reaction proceeded through the stepwise twofold nucleophilic substitution via formal SN2'- and SN2-processes giving the various doubly functionalized C2-symmetric allenes in good yields.
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