CaltechAUTHORS
  A Caltech Library Service

Enantioselective Formation of Quaternary Centers by Allylic Alkylation with First-Row Transition-Metal Catalysts

Süsse, Lars and Stoltz, Brian M. (2021) Enantioselective Formation of Quaternary Centers by Allylic Alkylation with First-Row Transition-Metal Catalysts. Chemical Reviews, 121 (7). pp. 4084-4099. ISSN 0009-2665. doi:10.1021/acs.chemrev.0c01115. https://resolver.caltech.edu/CaltechAUTHORS:20210212-132145336

Full text is not posted in this repository. Consult Related URLs below.

Use this Persistent URL to link to this item: https://resolver.caltech.edu/CaltechAUTHORS:20210212-132145336

Abstract

Asymmetric allylic alkylation mediated by transition metals provides an efficient strategy to form quaternary stereogenic centers. While this transformation is dominated by the use of second- and third-row transition metals (e.g., Pd, Rh, and Ir), recent developments have revealed the potential of first-row transition metals, which provide not only a less expensive and potentially equally efficient alternative but also new mechanistic possibilities. This review summarizes examples for the assembly of quaternary stereocenters using prochiral allylic substrates and hard, achiral nucleophiles in the presence of copper complexes and highlights the complementary approaches with soft, prochiral nucleophiles catalyzed by chiral cobalt and nickel complexes.


Item Type:Article
Related URLs:
URLURL TypeDescription
https://doi.org/10.1021/acs.chemrev.0c01115DOIArticle
ORCID:
AuthorORCID
Stoltz, Brian M.0000-0001-9837-1528
Additional Information:© 2021 American Chemical Society. Received: October 13, 2020; Published: February 11, 2021. We thank NIH-NIGMS (R01GM080269) and Caltech for financial support. L.S. gratefully acknowledges the Alexander von Humboldt Foundation for a postdoctoral fellowship (2020). Author Contributions: The manuscript was written through contributions of all authors. The authors declare no competing financial interest.
Funders:
Funding AgencyGrant Number
NIHR01GM080269
CaltechUNSPECIFIED
Alexander von Humboldt FoundationUNSPECIFIED
Issue or Number:7
DOI:10.1021/acs.chemrev.0c01115
Record Number:CaltechAUTHORS:20210212-132145336
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20210212-132145336
Official Citation:Enantioselective Formation of Quaternary Centers by Allylic Alkylation with First-Row Transition-Metal Catalysts. Lars Süsse and Brian M. Stoltz. Chemical Reviews 2021 121 (7), 4084-4099; DOI: 10.1021/acs.chemrev.0c01115
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:108040
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:12 Feb 2021 21:32
Last Modified:19 Apr 2021 18:29

Repository Staff Only: item control page