Divergent Access to Seven/Five-Membered Rings Based on [1,6]-Hydride Shift/Cyclization Process
Daiki Hoshino, Keiji Mori
Abstract
We have achieved a divergent access to seven/five-membered rings based on a [1,6]-hydride shift/cyclization process from benzylidenemalonate with an o-alkoxymethyl group. Whereas Yb(OTf)3 afforded benzoxepines (with a seven-membered ring) selectively, indanes (with a five-membered ring) were the main products when Sc(OTf)3 was employed.
Topics & Concepts
HydrideChemistryRing (chemistry)Process (computing)Medicinal chemistryStereochemistryCombinatorial chemistryOrganic chemistryMetalComputer scienceOperating systemCatalytic C–H Functionalization MethodsAxial and Atropisomeric Chirality SynthesisAsymmetric Synthesis and Catalysis