Budget Amount *help |
¥18,070,000 (Direct Cost: ¥13,900,000、Indirect Cost: ¥4,170,000)
Fiscal Year 2015: ¥3,510,000 (Direct Cost: ¥2,700,000、Indirect Cost: ¥810,000)
Fiscal Year 2014: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2013: ¥3,510,000 (Direct Cost: ¥2,700,000、Indirect Cost: ¥810,000)
Fiscal Year 2012: ¥7,150,000 (Direct Cost: ¥5,500,000、Indirect Cost: ¥1,650,000)
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Outline of Final Research Achievements |
This research has focused on development of an efficient synthetic route of sespendole, a naturally occurring indole alkaloid including complex terpene structure. We plan that segment 1 including the aromatic moiety and segment 2 of the terpene moiety are separately synthesized, and then coupled together followed by cyclization of the B and C rings at the same time. Two possible diastereomers of the segment 1 were synthesized and then transformed to indole compounds. Comparison of NMR spectra of those indoles and sespendole determined relative stereochemistry of the epoxyalcohol to be syn. Investigation of coupling between two segments and tandem cyclization revealed that the former coupling was realized under a condition of the Sonogashira coupling and the latter tandem cyclization was effectively catalyzed with a Cu or Pd catalyst.
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