Litcius/Paper detail

Development of a <i>C</i><sub>2</sub>-Symmetric Chiral <i>aza</i> Spirocyclic Diol

Weicong Guo, Qinzhe Liu, Ji‐Jun Jiang, Jun Wang

2020Organic Letters19 citationsDOI

Abstract

A C2-symmetric chiral spirocyclic diol aza-SPINOL containing a spirooxindole scaffold has been designed, synthesized, and optically resolved. The product could be synthesized on gram scale in an overall yield of 22%. Moreover, elaborations of aza-SPINOL to other chiral ligands as well as the preliminary investigation of the related bisphosphine ligand in the desymmetrization of bisallylic amide were reported.

Topics & Concepts

DesymmetrizationChemistryYield (engineering)DiolAmideLigand (biochemistry)StereochemistryCombinatorial chemistryChiral ligandEnantioselective synthesisOrganic chemistryCatalysisReceptorMetallurgyMaterials scienceBiochemistryAsymmetric Synthesis and CatalysisAxial and Atropisomeric Chirality SynthesisChemical synthesis and alkaloids