Synthetic Route of 41979-39-9, As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 41979-39-9, Name is Piperidin-4-one hydrochloride, SMILES is O=C1CCNCC1.[H]Cl, belongs to piperidines compound. In a article, author is Kim, Simon J., introduce new discover of the category.
Enantioselective isoquinuclidine synthesis via sequential Diels-Alder/visible-light photoredox C-C bond cleavage: a formal synthesis of the indole alkaloid catharanthine
An enantioselective route to substituted chiral isoquinuclidines, present in alkaloids such as catharanthine, deserpidine, ibogamine and ibogaine, has been developed using a ketene equivalent approach. Organocatalyzed Diels-Alder reaction of an N-protected dihydropyridine with acrolein using a valine derived 1,2-aminoalcohol catalyst occurs with high er and dr. Subsequent Ru(Bipy)(3)Cl-2(H2O)(6) catalyzed photoredox cleavage generates an N-protected isoquinuclidinone, providing rapid access to the core structures of a variety of important indole alkaloids. Optimized conditions for the enamine mediated photocleavage employed the use of silica gel, acetic acid (1.5 equiv.) and piperidine (3.0 equiv.), a blue LED light source, and pure oxygen rather than air. The two-step sequence utilizes acrolein as a ketene dienophile equivalent providing a new approach to asymmetric ketene Diels-Alder reactions. Further elaboration of the resultant isoquinuclidines permitted an enantioselective route to intermediates previously employed in total syntheses of catharanthine and deserpidine.
Synthetic Route of 41979-39-9, Each elementary reaction can be described in terms of its molecularity, the number of molecules that collide in that step. The slowest step in a reaction mechanism is the rate-determining step.you can also check out more blogs about 41979-39-9.
Reference:
Piperidine – Wikipedia,
,Piperidine | C5H11N – PubChem