Published November 6, 2023 | Version 1.0.0
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Allylation of C-, N-, and O-Nucleophiles via a Mechanochemically-Driven Tsuji–Trost Reaction Suitable for Late-Stage Modification of Bioactive Molecules

  • 1. TU Wien

Description

Analytical Data and Compound Numbering (in paper numbering vs. ELN entries) for the Publication entitled:
"Allylation of C-, N-, and O-Nucleophiles via a Mechanochemically-Driven Tsuji–Trost Reaction Suitable for Late-Stage Modification of Bioactive Molecules"

The paper was published on 2023-22-06 in Angewandte Chemie International Edition

Angew. Chem. Int. Ed. 2024, 63, e202314637

DOI: 10.1002/anie.202314637

Authors: Johanna Templ and Michael Schnürch

Funded by the Austrian Science Fund (FWF, project number P33064-N)

Context and methodology

In this Publication, we describe a mechanochemical, solvent-free protocol for Tsuji–Trost allylation of O-, N-, and C-Nucleophiles using nontoxic, solid allyl trimethylammonium chloride as alternative allylating agent. This method features fast reaction kinetics, very low catalyst loadings, high yields, mild conditions, and high functional group tolerance. Its potential for late-stage modifications of bioactive compounds is demonstrated through multiple examples.

The publication and its Supporting Information can be found as open-access files on the publisher's website (see DOI above).

All detailed files containing the analytical raw data, for all compounds given in the Supporting Information of the manuscript are uploaded. An additional Word file named Angew. Chem. Int. Ed. 2024, 63, e202314637_compound number list.pdf is uploaded, that should clearly link the compound number given in the paper to the respective entry in the ELN (jotempl) and the respective analytical data files. 

Technical details

The files uploded contain the FIDs of NMR spectra recorded by an in-house Bruker Spectrometer. A software to display NMR-spectra is needed, such as MestreNova or Topspin).

Files

Angew. Chem. Int. Ed. 2024, 63, e202314637_compound number list.pdf

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Additional details

Additional titles

Other
Angew. Chem. Int. Ed. 2024, 63, e202314637

Related works

Is original form of
Journal Article: 10.1002/anie.202314637 (DOI)

Funding

Substituting Gaseous Reagents for Solid Alternatives P 33064
FWF Austrian Science Fund

Dates

Submitted
2023-09-29
Accepted
2023-11-06