135522-27-9Relevant articles and documents
Cascade Claisen and Meinwald Rearrangement for One-Pot Divergent Synthesis of Benzofurans and 2 H-Chromenes
Song, Liyan,Su, Qian,Lin, Xi,Du, Zhihui,Xu, Huiyou,Ouyang, Ming-An,Yao, Hongliang,Tong, Rongbiao
supporting information, p. 3004 - 3009 (2020/04/20)
A new cascade approach has been developed for the one-pot four-step divergent synthesis of polysubstituted benzofurans and 2H-chromenes, featuring a novel cascade aromatic Claisen rearrangement/Meinwald rearrangement/dehydrative or oxidative cyclization. This new method was demonstrated with 39 examples tolerating different substitutions at an epoxide, allylic ether, and aromatic ring, and we showcased its utility with the first total synthesis of natural product liparacid A in seven steps.
X=Y-ZH systems as potential 1,3-dipoles. Part 31. Generation of nitrones from oximes, background and scope of the tandem 1,2-prototropy-intramolecular cycloaddition sequence
Grigg,Heaney,Markandu,Surendrakumar,Thornton-Pett,Warnock
, p. 4007 - 4030 (2007/10/02)
1,2-Prototropy in aryl and aliphatic oximes generates a small equilibrium concentration of the corresponding NH nitrone. Examples of a tandem 1,2-prototropy-intramolecular cycloaddition sequence involving aryl and aliphatic oximes are described and steric and electronic factors that favour or disfavour such a sequence are discussed. Deuterium labelling studies with an aliphatic oxime rule out the involvement of an enehydroxylamine in the prototropic generation of the NH nitrone.