Budget Amount *help |
¥98,000,000 (Direct Cost: ¥98,000,000)
Fiscal Year 2005: ¥14,000,000 (Direct Cost: ¥14,000,000)
Fiscal Year 2004: ¥14,000,000 (Direct Cost: ¥14,000,000)
Fiscal Year 2003: ¥59,500,000 (Direct Cost: ¥59,500,000)
Fiscal Year 2002: ¥10,500,000 (Direct Cost: ¥10,500,000)
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Research Abstract |
The alkylation of aldehydes with organometallic reagents is one of the most important reactions in organic chemistry. Conventional alkylborane reagents do not react with aldehydes. We disclosed that nickel-catalyzed alkylation of aldehydes with trialkylboranes proceeds smoothly in the presence of a catalytic amount of η^2-ally1-1,2,3,4,5-pentamethy1-1,3-cyclopentadiene or an excess of cesium carbonate to afford the corresponding secondary alcohols. Trialkylboranes prepared from borane-dimethyl sulfide and terminal olefins via hydroboration as well as commercially available trialkylboranes could be employed for the reaction. The reaction would proceed via 12-coordinated nickel complexes with aldehydes as key intermediates. Interestingly, water enabled alkylation of aldehydes with trialkylboranes under nickel catalysis without additives.
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