Allenylidene Induced 1,2‐Metalate Rearrangement of Indole‐Boronates: Diastereoselective Access to Highly Substituted Indolines
Amit Kumar Simlandy, M. Kevin Brown
Abstract
A process to achieve 1,2-metalate rearrangements of indole boronate as a way to access substituted indolines in high diastereoselectivities is presented. The reaction involves the generation of a Cu-allenylidene, which is sufficiently electrophilic to induce the 1,2-metalate rearrangement. The scope of the reaction is evaluated as well as further transformations of the product.
Topics & Concepts
Indole testScope (computer science)ChemistryElectrophileCatalysisMedicinal chemistryStereochemistryOrganic chemistryComputer scienceProgramming languageCatalytic C–H Functionalization MethodsOrganoboron and organosilicon chemistryAsymmetric Synthesis and Catalysis