Asymmetric Carroll rearrangement of allyl α-acetamido-β-ketocarboxylates catalysed by a chiral palladium complex

2005/01/01 by Ryoichi Kuwano, Naoki Ishida, Masahiro Murakami · 3 citations
Chemistry · #Asymmetric Synthesis and Catalysis #Advanced Synthetic Organic Chemistry #Synthetic Organic Chemistry Methods

paper · doi:10.1039/b505105c

openalex publication_date 2005/01/01 · openalex created_date 2016/06/24 · openalex updated_date 2026/06/26

Abstract

Asymmetric decarboxylative rearrangement (Carroll rearrangement) of allyl alpha-acetamido-beta-ketocarboxylates was catalysed by a palladium complex modified with a chiral phosphine ligand, giving optically active gamma,delta-unsaturated alpha-aminoketones with up to 90% ee.

Citations

• 131. Addition of αβ-unsaturated alcohols to the active methylene group. Part I. The action of ethyl acetoacetate on linalool and geraniol

Cited by

• Enantioselective Palladium‐Catalyzed Decarboxylative Allylic Alkylations
• Tris(dibenzylideneacetone)dipalladium-Chloroform
• Carroll rearrangement [wikipedia]