Cu-Catalyzed Asymmetric Aminoboration of -Vinylarenes with ZPhos as the Ligand.

Org Lett

Department of Chemical Development , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , P.O. Box 368, Ridgefield , Connecticut 06877-0368 , United States.

Published: November 2019

A Cu-catalyzed enantioselective aminoboration of -vinylarenes with ZPhos as a ligand is reported. Enantioenriched aminoborates are prepared with excellent regio- and enantioselectivities up to >99:1 er under the optimized conditions. The utility of the current method was further established by rapid conversion of an adduct to a chiral benzo[][1,4]oxazepine. A model for the stereochemistry of the asymmetric aminoboration process, which agrees with the experimental outcomes, was generated by computational analysis of the systems.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6858512PMC
http://dx.doi.org/10.1021/acs.orglett.9b03328DOI Listing

Publication Analysis

Top Keywords

asymmetric aminoboration
8
aminoboration -vinylarenes
8
-vinylarenes zphos
8
zphos ligand
8
cu-catalyzed asymmetric
4
ligand cu-catalyzed
4
cu-catalyzed enantioselective
4
enantioselective aminoboration
4
ligand reported
4
reported enantioenriched
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!