非表示:
キーワード:
organocatalytic cascade reaction; substrate co-catalyzed; 3-substituted cyclohexyl amine; organocatalysis
要旨:
We report a new organocatalytic cascade reaction. A combination of the amine substrate with a catalytic amount of a Brønsted acid merges enamine and iminium catalysis with Brønsted acid catalysis in a new organocatalytic cascade reaction. We found that the aniline substrate itself in combination with a catalytic amount of PTSA·H2O can function as an aminocatalyst accomplishing an aldol condensation-conjugate reduction cascade, which terminates in a Brønsted acid catalyzed reductive amination incorporating the amine substrate into the final product. This transformation furnishes trans-3-substituted cyclohexyl amines in good yields and good diastereoselectivities.
