Cambridge Open Engage home
What is Cambridge Open Engage?
How to Submit
Browse
About
News [opens in a new tab]

Palladium-Catalyzed Enantioselective Three-Component Synthesis of alpha-Arylglycine Derivatives from Glyoxylic Acid, Sulfonamides and Aryl Trifluoroborates

16 March 2023, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A palladium-catalyzed enantioselective three-component reaction of glyoxylic acid, sulfonamides and aryl trifluoroborates is described. This process provides modular access to the important alpha-arylglycine motif in moderate to good yields and enantioselectivies. The formed alpha-arylglycine products constitute useful building blocks for the synthesis of peptides or arylglycine-containing natural products.

Keywords

Palladium-catalysis
asymmetric catalysis
amino acids
multicomponent reaction
Petasis reaction
sulfonamides

Supplementary materials

Title
Description
Actions
Title
Supporting Information
Description
Experimental procedures, analytical data and copies of NMR spectra and HPLC chromatograms
Actions

Comments

Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.

Now Published

Palladium-catalyzed enantioselective three-component synthesis of α-arylglycine derivatives from glyoxylic acid, sulfonamides and aryltrifluoroborates [opens in a new tab]
Bastian Jakob, Nico Schneider, Luca Gengenbach, Georg Manolikakes journal article
Beilstein Journal of Organic Chemistry , Volume 19
Online publication date: May 25, 2023

Version History

Mar 16, 2023 Version 1

Metrics

474
345
0
Views
Downloads
Citations

License

CC logo
CC
BY logo
BY
NC logo
NC
ND logo
ND
The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2023-cfv7c
D O I: 10.26434/chemrxiv-2023-cfv7c [opens in a new tab]

Funding

Forschungsinitiative Rheinland-Pfalz
Research Unit NanoKat

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

Share