Asymmetric Mannich reaction between N-Boc-aminals 1 and aldehydes

July 26, 2024

• Title:       

  Asymmetric Mannich reaction between N-Boc-aminals 1 and aldehydes

• Image Source:

  Brønsted acid-catalyzed Mannich reaction through dual activation  of aldehydes and N-Boc-imines

• Mark:

  Scheme 2

• Associated context:

  In all cases examined, the Boc OHN enantiomerically enriched Mannich adducts were obtained in moderate yields (Scheme 2). In the absence of 3,4-dihydro-2H-pyran (CAS 110-87-2) (DHP), which can capture the generated tert-butyl carbamate, the yield was slightly decreased probably due to hydrolysis of N-Boc-aminal coupled with enecarbamate generation.