| Budget Amount *help |
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2017: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2016: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2015: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
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| Outline of Final Research Achievements |
Stereoselective syntheses of optically active 6,8-dihydroxy-, 6,7,8-trihydroxy-, and 1,6,7,8-tetrahydroxyindolizidines have been investigated using the cycloadducts obtained by stereoselective asymmetric 1,3-dipolar cycloaddition reactions between 3-(2-alkenoyl)-2-oxazolidinones and cyclic carbonyl ylides, which were generated from N-diazoacetyl-2-pyrrolidinones, using dual catalytic systems. The first asymmetric alcohol addition reactions to cyclic carbonyl ylides generated from α-alkyl-3-(diazoacetyl)-2-oxazolidinones using a dual catalytic system, which consists of dirhodium tetrapivalate and a chiral Lewis acid, have been developed. The unique heterobicyclic products having quaternary heteroatom-substituted carbon were easily hydrolyzed to oxazolidine-2,4-diones, which could be converted to synthetically useful chiral oxazolidin-2-ones. An efficient method for the generation of an oxidopyrylium ylide from a 2H-pyran-3(6H)-one derivative using a Pd catalyst has been developed.
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