1067976-37-7Relevant articles and documents
Solid-phase synthesis of cleavable N-arylmaleimides: Applications in 1,3-dipolar cycloaddition and in thiol scavenging
Hoveyda, Hamid R.,Hall, Dennis G.
, p. 3491 - 3494 (2001)
(matrix presented) An efficient solid-phase synthesis of polymer-supported N-arylmaleimides has been developed. Various N-arylmaleimidobenzoic acids (MBA) were elaborated onto Rink and SASRIN resins by reaction of the aniline precursors with maleic anhydride followed by facile cyclative dehydration of the resulting maleimic acids. Applications of these acid-cleavable MBA resins in the solid-phase synthesis of highly decorated pyrrolidines and as thiol scavengers are presented.
Regio- and enantioselective synthesis of novel functionalized pyranopyrrolidines by 1,3-dipolar cycloaddition of carbohydrates
Bashiardes, George,Cano, Céline,Mauzé, Bernard
, p. 587 - 590 (2007/10/03)
A new methodology is described for the rapid enantiomeric synthesis of a novel series of pyranopyrrolidines from readily available and inexpensive carbohydrate compounds. The major feature of the method is a highly selective [3+2] cycloaddition reaction of different azomethine ylides with a chiral carbohydrate-derived enone. The reaction proved to be extremely regio- and stereoselective, giving rise to single enantiomeric compounds in all cases. Moreover, the method is totally atom-efficient and amenable to diversity, since structural diversity of the new compounds is dictated by the choice of the starting materials employed.
