1408382-01-3Relevant academic research and scientific papers
Synthesis of Novel Heterocycles by Amide Activation and Umpolung Cyclization
Maulide, Nuno,Riomet, Margaux,Roller, Alexander,Zhang, Haoqi
, (2020/03/24)
Herein, we report a metal-free synthesis of cyclic amidines, oxazines, and an oxazinone under mild conditions by electrophilic amide activation. This strategy features an unusual Umpolung cyclization mode and enables the smooth union of α-aryl amides and diverse alkylazides, effectively rerouting our previously reported α-amination transform.
A new chemoenzymatic approach to the synthesis of chiral 4-aryl-1,4-dihydro-2H-isoquinolines via the enzymatic resolution of 2-acetyl-4-phenyl-1,4-dihydro-2H-isoquinolin-3-one
Koszelewski, Dominik,Cwiklak, Malgorzata,Ostaszewski, Ryszard
, p. 1256 - 1261 (2012/11/07)
A new chemoenzymatic method is proposed for the synthesis of enantiomerically pure 4-phenyl-1,4-dihydro-2H-isoquinolines based on the enzymatic kinetic resolution of 2-acetyl-4-phenyl-1,4-dihydro-2H-isoquinolin-3- one. For the enzymatic resolution of the racemic substrate, readily available 'home made' animal liver acetone powders (LAPs) were used. Excellent enantioselectivity, exceeding 500, was achieved in a short reaction time upon application of turkey liver acetone powder as the biocatalyst. Reduction of obtained product led to the formation of amine (R)-1, which is hardly available using standard procedures. These results show that N-acetyl lactams are a new type of substrate for enzymatic biotransformations.
