111479-60-8Relevant articles and documents
Stereoselective synthesis of substituted N-heterocycles via sequential cross metathesis-reductive cyclization
Gebauer, Julian,Dewi, Purnama,Blechert, Siegfried
, p. 43 - 46 (2005)
A diastereoselective synthesis of substituted piperidine and pyrrolidine derivatives is presented, employing a highly selective cross metathesis (CM) reaction followed by a domino reduction-cyclization process. A diastereoselective synthesis of substituted mono- and bicyclic-piperidine and pyrrolidine derivatives is presented, employing a highly selective cross metathesis (CM) reaction followed by a domino reduction-cyclization process.
Interrupted Pyridine Hydrogenation: Asymmetric Synthesis of δ-Lactams
Wagener, Tobias,Lückemeier, Lukas,Daniliuc, Constantin G.,Glorius, Frank
supporting information, p. 6425 - 6429 (2021/02/22)
Metal-catalyzed hydrogenation is an effective method to transform readily available arenes into saturated motifs, however, current hydrogenation strategies are limited to the formation of C?H and N?H bonds. The stepwise addition of hydrogen yields reactive unsaturated intermediates that are rapidly reduced. In contrast, the interruption of complete hydrogenation by further functionalization of unsaturated intermediates offers great potential for increasing chemical complexity in a single reaction step. Overcoming the tenet of full reduction in arene hydrogenation has been seldom demonstrated. In this work we report the synthesis of sought-after, enantioenriched δ-lactams from oxazolidinone-substituted pyridines and water by an interrupted hydrogenation mechanism.
Reactivity of a propiolate dimer with nucleophiles and an efficient synthesis of dimethyl α-aminoadipate
Zhou, Li-Hong,Yu, Xiao-Qi,Pu, Lin
experimental part, p. 425 - 427 (2010/03/04)
An enyne dimer (1) of methyl propiolate was reacted with amines to form dimethyl (E,E)-2-amino-2,4-hexadiene dioates with remarkable chemospecificity, regiospecificity, and stereospecificity. This enyne was also reduced by Ph3P stereospecifically to form dimethyl (E,E)-muconic ester. Hydrogenation of the conjugated amino-diene led to an efficient production of dimethyl α-aminoadipate. A lactam of dimethyl α-aminoadipate was obtained in high yield by simply varying the hydrogenation conditions.
