Palladium-Catalyzed sp3 C–H Acetoxylation of α,α-Disubstituted α-Amino Acids-Reference-Cited by-同舟云学术

Palladium-Catalyzed sp3 C–H Acetoxylation of α,α-Disubstituted α-Amino Acids

Published:2023-06-01 Issue:2 Volume:5 Page:1369-1377
ISSN:2624-8549
Container-title:Chemistry
language:en
Short-container-title:Chemistry

Author:

Matsumura Atsushi¹^ORCID,Usuki Yoshinosuke¹^ORCID,Satoh Tetsuya¹^ORCID

Affiliation:

1. Department of Chemistry, Graduate School of Science, Osaka Metropolitan University, 3-3-138 Sugimoto, Sumiyoshi-ku, Osaka 558-8585, Japan

Abstract

The sp3 C–H acetoxylation at the β-position of α,α-disubstituted α-amino acids proceeds smoothly under palladium catalysis in the presence of PhI(OAc)2. This reaction provides a straightforward synthetic route to non-natural β-acetoxy-α-amino acids. The reaction of α-aminocyclopropanecarboxylic acid takes place via ring-opening to selectively afford an acyclic γ-acetoxy-α,β-unsaturated amino acid.

Funder

JSPS KAKENHI

2022 Osaka Metropolitan University (OMU) Strategic Research Promotion Project

Publisher

MDPI AG

Subject

Organic Chemistry,Inorganic Chemistry,Electrochemistry,Chemistry (miscellaneous)

Link

https://www.mdpi.com/2624-8549/5/2/93/pdf

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