98006-77-0Relevant academic research and scientific papers
Transaminase Triggered Aza-Michael Approach for the Enantioselective Synthesis of Piperidine Scaffolds
Ryan, James,?iau?iulis, Mindaugas,Gomm, Andrew,Maciá, Beatriz,O’Reilly, Elaine,Caprio, Vittorio
supporting information, p. 15798 - 15800 (2016/12/22)
The expanding “toolbox” of biocatalysts opens new opportunities to redesign synthetic strategies to target molecules by incorporating a key enzymatic step into the synthesis. Herein, we describe a general biocatalytic approach for the enantioselective preparation of 2,6-disubstituted piperidines starting from easily accessible pro-chiral ketoenones. The strategy represents a new biocatalytic disconnection, which relies on an ω-TA-mediated aza-Michael reaction. Significantly, we show that the reversible enzymatic process can power the shuttling of amine functionality across a molecular framework, providing access to the desired aza-Michael products.
