CaltechAUTHORS
  A Caltech Library Service

Nickel-catalyzed asymmetric reductive cross-coupling between heteroaryl iodides and α-chloronitriles

Kadunce, Nathaniel T. (2015) Nickel-catalyzed asymmetric reductive cross-coupling between heteroaryl iodides and α-chloronitriles. In: 45th Western Regional Meeting of the American Chemical Society, November 6-8, 2015, San Marcos, CA. https://resolver.caltech.edu/CaltechAUTHORS:20160302-080558393

[img] PDF - Published Version
See Usage Policy.

323Kb

Use this Persistent URL to link to this item: https://resolver.caltech.edu/CaltechAUTHORS:20160302-080558393

Abstract

Ni-catalyzed asymmetric reductive cross-coupling provides an attractive and powerful means to access tertiary stereocenters. However these methods had previously been limited to benzylic alkyl partners and were not amenable to heterocyclic substrates. To expand the utility of this class of reactions, the Ni-catalyzed asymmetric cross-electrophile coupling of heteroaryl iodides and α-chloronitriles has been developed. This method furnishes enantioenriched α,α- disubstituted nitriles from simple organohalide building blocks. The reaction tolerates a variety of heterocyclic coupling partners, including pyridines, pyrimidines, quinolines, thiophenes, and piperidines under mild conditions enabled by a novel ligand scaffold. The products can be derivatized to a range of synthetically useful functionality.


Item Type:Conference or Workshop Item (Paper)
Related URLs:
URLURL TypeDescription
http://wrm2015.sites.acs.org/OrganizationConference Website
http://resolver.caltech.edu/CaltechAUTHORS:20150917-141844097PublisherJournal Article
ORCID:
AuthorORCID
Kadunce, Nathaniel T.0000-0002-6566-9851
Additional Information:© 2015 American Chemical Society.
Record Number:CaltechAUTHORS:20160302-080558393
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20160302-080558393
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:64947
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:02 Mar 2016 17:16
Last Modified:03 Oct 2019 09:42

Repository Staff Only: item control page