Budget Amount *help |
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2016: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2015: ¥2,600,000 (Direct Cost: ¥2,000,000、Indirect Cost: ¥600,000)
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Outline of Final Research Achievements |
We have designed and synthesized novel planar-chiral parapyridinophane catalysts of the 2nd generation, whose ansa-bridges are tethered to a part of their pyridine rings to freeze their characteristic rope-skipping racemization even at higher temperatures. Pyridinophane catalysts fused with six membered ring effected highly enantioselective ylide-mediated cyclopropanation reactions to afford optically active trans-cyclopropanes exclusively with excellent enantiomeric excesses. For pyridinophane catalysts fused with five membered ring, their catalytic abilities were improved remarkably by introducing remote steric effect: incorporation of large substituents on such pyridine catalysts exerted a significant increase of enantioselectivity close to the level of the catalyst fused with six membered ring. Consequently, we have developed successfully novel fused pyridinophane catalysts with higher planar-chiral stability to achieve high level of asymmetric induction as organocatalysts.
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