56475-88-8Relevant articles and documents
Catalytic Asymmetric Additions of Enol Silanes to In Situ Generated Cyclic, Aliphatic N-Acyliminium Ions
Aukland, Miles H.,Grossmann, Oleg,Lee, Sunggi,List, Benjamin,Maji, Rajat
supporting information, (2022/01/19)
Strong and confined imidodiphosphorimidate (IDPi) catalysts enable highly enantioselective substitutions of cyclic, aliphatic hemiaminal ethers with enol silanes. 2-Substituted pyrrolidines, piperidines, and azepanes are obtained with high enantioselectiv
One-pot conversion of proline derivatives into iodinated iminosugar-based nucleosides, useful precursors of highly functionalized nucleoside analogues
Boto, Alicia,Hernandez, Dacil,Hernandez, Rosendo
scheme or table, p. 6633 - 6642 (2011/02/25)
Readily available proline derivatives can be transformed in one step into β-iodinated iminosugar-based nucleosides, under very mild conditions. The method couples a tandem radical decarboxylation-oxidation-β-iodination to the addition of nitrogen bases. T
Photochemical rearrangement of N -chlorolactams: A route to N -heterocycles through concerted ring contraction
Winter, Dana K.,Drouin, Alexandre,Lessard, Jean,Spino, Claude
supporting information; experimental part, p. 2610 - 2618 (2010/06/17)
We report a novel ring contraction allowing the direct conversion of N-chlorolactams to their corresponding ring-contraction N-heterocycles upon photolysis. Results show that the rearrangement occurs with a variety of N-chlorolactams and that the greater the substitution at the migrating carbon, the greater the yield of product. Importantly, stereochemistry at the migrating carbon is conserved in the product. Rearranged products were isolated as their methyl carbamates in yields varying from 17% to 58%, with the major side product being the recyclable parent lactam.