| Budget Amount *help |
¥5,330,000 (Direct Cost: ¥4,100,000、Indirect Cost: ¥1,230,000)
Fiscal Year 2013: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2012: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2011: ¥2,860,000 (Direct Cost: ¥2,200,000、Indirect Cost: ¥660,000)
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| Research Abstract |
In the present research, a mew synthetic methodology using multi-component coupling has been developed for stereoselective preparation of enol sily ethers. The process is based on the formation of vinyl copper species by the Brook-type silly migration from sp2 carbon to enolate oxygen as a key reaction. The stereochemistry of the enol silly ethers thus formed is controlled by the formation of the cyclic silicate intermediates. Thus, it was found that the three-component coupling of alpha, beta-unsaturated acylsilanes, the Gilman reagents (or the Grignard reagents / t-BuOCu), and organic halides produced disubstituted enol silyl ethers stereoselectively. The present method is different in concept to conventional methods which rely on stereoselective formation of enolates by deprotonation of ketones.
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