Asymmetric Synthesis of Tertiary and Secondary Cyclopropyl Boronates via Cyclopropanation of Enantioenriched Alkenyl Boronic Esters
Álvaro Gutiérrez‐Bonet, Stasik Popov, Marion H. Emmert, Jonathan M. E. Hughes, Andrew Nolting, Serge Ruccolo, Yunyi Wang
Abstract
The cyclopropanation of alkenyl boronates and subsequent derivatization of the boronate handle are a convenient strategy to quickly build molecular complexity and access diverse compounds with a high sp3 fraction. Herein, we describe the asymmetric cyclopropanation of enantioenriched hydrobenzoin-derived alkenyl boronic esters toward the synthesis of tertiary and secondary cyclopropyl boronates.
Topics & Concepts
CyclopropanationChemistryDerivatizationEnantioselective synthesisBoronic acidOrganic chemistryCombinatorial chemistryCatalysisHigh-performance liquid chromatographyCyclopropane Reaction MechanismsOrganoboron and organosilicon chemistryAsymmetric Synthesis and Catalysis