|Budget Amount *help
¥26,000,000 (Direct Cost: ¥20,000,000、Indirect Cost: ¥6,000,000)
Fiscal Year 2016: ¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000)
Fiscal Year 2015: ¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000)
Fiscal Year 2014: ¥5,330,000 (Direct Cost: ¥4,100,000、Indirect Cost: ¥1,230,000)
Fiscal Year 2013: ¥11,830,000 (Direct Cost: ¥9,100,000、Indirect Cost: ¥2,730,000)
|Outline of Final Research Achievements
Enolizable aldehydes can be utilized as nucleophiles by converting to enamines, and various amine-catalyzed reactions including Mannich reaction with imines have been developed to date. In the present study, carbamates such as BocNH2 was found to be applicable as a novel organocatalyst to activate aldehydes. It was found that the Mannich-type reaction between Boc-protected aminals and aldehydes proceeds in the presence of a phosphoric acid catalyst. Since less basic carbamates do not deactivate the strong Bronsted acid catalyst, carbamate-Bronsted acid cocatalyst system would be applicable to the reactions using less reactive electrophiles. The asymmetric variant of the present Mannich-type reaction through dual activation of aldehydes and aminals has also been demonstrated with a chiral phosphoric acid catalyst.