| Budget Amount *help |
¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Fiscal Year 2013: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2012: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
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| Research Abstract |
Luminamicin (1) was found to exhibit selective antibacterial activity against anaerobic bacteria in 1985. It contains a highly functionalized 11-oxatricycloundecane, associated with a 10-membered lactone moiety which possesses a (E)-trisubstituted olefin and a 14-membered macrolactone, with an enol ether conjugated with a maleic anhydride functionality.
We have been focusing on its total synthesis due to its intriguing structure and interesting biological activity. We synthesized a framework of the key intermediate from the unsaturated aldehyde via intramolecular 1,6-oxa-Michael reaction and stereoselective protonation at C4 position. Study toward the total synthesis of 1 is in progress in our laboratory.
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