Dataset of Spirocyclic Amide Acetal Synthesis by [CpRu]-Catalyzed Condensations of α‑Diazo-β-Ketoesters with γ-Lactams

The synthesis of spirocyclic amide acetals (33-93%) has been achieved through Ru(II)-catalyzed condensations of N-carbamate protected pyrrolidinones with metal carbenes derived from α‑diazo-β-ketoesters. Thanks to the mildness of the diazo decomposition conditions induced by a 1:1 combination of [CpRu(MeCN)3][BArF] and 1,10-phenanthroline, the formation of the sensitive products is possible. Full characterization of this carbonyl-ylide mediated process is provided by DFT calculations.

Keywords: Amide, Acetals, Carbonyl, ylide, [CpRu], catalysis, Diazo, decomposition, Spirocycles

Publication date

08/07/2021

Retention date17/08/2031

Access levelPublic

SensitivityUndefined

Contract on the use of data

Contributors

Files

Laboratory of Professor Jérôme Lacour

Multistate Aggregation-Induced Chiroptical Properties of Enantiopure Disulfide-Mediated BisPyrene Macrocycles

2022

Public 151.2 MB

Laboratory of Professor Jérôme Lacour

Regiodivergent Synthesis of Oxadiazocines via Dirhodium-Catalyzed Reactivity of Oxazolidines and alpha-Imino Carbenes

2023

Public 1.1 GB

Laboratory of Professor Jérôme Lacour

Dataset for 2,4,5,7-Tetranitrofluorenone Oximate for the Naked-Eye Detection of H-Bond Donors and the Chiroptical Sensing of Enantiopure Reagents

2023

Public 616.7 MB

Laboratory of Professor Jérôme Lacour

Dataset of Organic & Biomolecular Chemistry_Aliphatic amide macrocycles

2019

Public 1.6 GB