1155904-79-2Relevant academic research and scientific papers
Lewis Acid Catalyzed Cyclization Reactions of Ethenetricarboxylates via Intramolecular Hydride Transfer
Yamazaki, Shoko,Naito, Taku,Niina, Mamiko,Kakiuchi, Kiyomi
, p. 6748 - 6763 (2017/07/15)
Catalytic cyclization of amides of ethenetricarboxylate bearing ether and acetal groups has been examined. The reaction of the amides bearing cyclic ether and acetal groups in the presence of Lewis acid such as Sc(OTf)3 gave spirocyclic piperidine derivatives as major products. The cyclized products may be formed via intramolecular hydride transfer. The reaction mechanism was examined by the DFT calculations. The scope and limitations of the hydride transfer/cyclization reactions of amides of ethenetricarboxylates was investigated, and morpholine formation by intramolecular oxy-Michael addition was also found.
Remote C-H functionalization: Using the N-O moiety as an atom-economical tether to obtain 1,5- and the rare 1,7-C-H insertions
Wang, Jingxin,Stefane, Bogdan,Jaber, Deana,Smith, Jacqueline A.I.,Vickery, Christopher,Diop, Mouhamed,Sintim, Herman O.
supporting information; experimental part, p. 3964 - 3968 (2010/09/03)
(Chemical Equotion Present) Dr. N-O: Rhodium-catalyzed intramolecular C-H insertion with diazocompounds, which are tethered by alkoxyamines, afforded 1,5- and the rare 1,7-insertion products (see scheme; Bn = benzyl). The resulting N-O tether is unaffected under the C-H insertion reaction conditions and it can be readily cleaved or transformed into various functionalities. The reduction of the N-O moiety controls acyclic stereochemistry.
