83568-11-0Relevant articles and documents
Manganese-Catalyzed Desaturation of N-Acyl Amines and Ethers
Li, Gang,Kates, Patrick A.,Dilger, Andrew K.,Cheng, Peter T.,Ewing, William R.,Groves, John T.
, p. 9513 - 9517 (2019/10/14)
Enamines and enol ethers are versatile synthons for chemical synthesis. While several methods have been developed to access such molecules, prefunctionalized starting materials are usually required, and direct desaturation methods remain rare. Herein, we report direct desaturation reactions of N-protected cyclic amines and cyclic ethers using a mild I(III) oxidant, PhI(OAc)2, and an electron-deficient manganese pentafluorophenylporphyrin catalyst, Mn(TPFPP)Cl. This system displays high efficiency for α,β-desaturation of various cyclic amines and ethers. Mechanistic probes suggest that the desaturation reaction occurs via an initial α-C-H hydroxylation pathway, which serves to protect the product from overoxidation.
The synthesis of syn- and anti-2(S)-phthalimidomethyl-2,3,4,4a,7,7a-hexahydro-6-oxo-5H-pyrano-[2 ,3-b]pyrroles as rigid β-bend peptide-mimetics
Krstenansky,Del Rosario-Chow,Currie
, p. 707 - 711 (2007/10/02)
-
SYNTHESIS OF BROMO-SUBSTITUTED BICYCLIC OXALACTAM AND UNUSUAL ANIONIC DESALTING OLIGOMERIZATION OF ITS SODIUM SALT
Hashimoto, Kazuhiko,Sumitomo, Hiroshi,Suzuki, Masanori
, p. 767 - 770 (2007/10/02)
New bromo-substituted bicyclic oxalactam, 4(e)-bromo-8-oxa-6-azabicyclooctan-7-one (1) was synthesized from sodium 3,4-dihydro-2H-pyran-2-carboxylate.Sodium salt of 1 was found to be oligomerized with the simultaneous desalting in dimethylformamide at 25 degC to give novel oligomers having a bicyclic oxalactam ring in each monomer unit.