203190-41-4Relevant articles and documents
A novel synthesis of enantiopure octahydropyrrolo[3,4-b]pyrroles by intramolecular [3 + 2] dipolar cycloaddition on chiral perhydro-1,3-benzoxazines
Pedrosa, Rafael,Andres, Celia,De Las Heras, Laura,Nieto, Javier
, p. 2513 - 2516 (2007/10/03)
(Matrix presented) Condensation of N-substituted glycines with chiral 3-allyl-2-formyl perhydro-1,3-benzoxazines forms an azomethine ylide that cyclizes to give octahydropyrrolo[3,4-b]pyrrole derivatives. The [3 + 2] dipolar cycloadditions are stereoespec
Unexpected stereoselective 6-exo versus 7-endo aryl radical cyclisation controlled by positional isomers in a chiral octahydro-1,3-benzoxazine moiety
Andrés, Celia,Duque-Soladana, Juan P.,Iglesias, Jesús M.,Pedrosa, Rafael
, p. 1391 - 1392 (2007/10/03)
Chiral perhydro-1,3-benzoxazines which carry both olefinic and bromo-aromatic substituents undergo stereo- and regio- radical cyclisations mediated by Bu3SnH. Diastereomeric six-membered and seven-membered rings are formed in positional isomers through selective 6-exo and 7-endo attack respectively.