A Dynamic Thermodynamic Resolution Strategy for the Stereocontrolled Synthesis of Streptonigrin.

ABSTRACT: We report that axially chiral biaryl boronic esters can be generated with control of atroposelectivity by a Binol-mediated dynamic thermodynamic resolution process. These intermediates can be progressed to enantioenriched products through stereoretentive functionalization of the carbon-boron bond. Finally, we have exploited this method in the first highly stereoselective total synthesis of P-streptonigrin.

SUBMITTER: Valdez Perez LF 

PROVIDER: S-EPMC10107650 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature