Dual Ti-Ru Catalysis in the Direct Radical Haloalkylation of N-Acyl Oxazolidinones

Waste not, want not: A mechanistic study of the ruthenium‐catalyzed haloalkylation of titanium enolates led to the development of a process that is catalytic in both metals: titanium and ruthenium (see scheme; Bn=benzyl, PMP=1,2,2,6,6‐pentamethylpiperidine). Catalytic turnover was observed in the fo...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2011-07, Vol.50 (31), p.7136-7139
Main Authors: Gu, Zhenhua, Herrmann, Aaron T., Zakarian, Armen
Format: Article
Language:English
Subjects:
Alkylation
Catalysis
haloalkylation
homogeneous catalysis
Isomerism
Oxazolidinones - chemistry
radicals
Ruthenium - chemistry
tautomerism
Titanium - chemistry
titanium enolates
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Summary:Waste not, want not: A mechanistic study of the ruthenium‐catalyzed haloalkylation of titanium enolates led to the development of a process that is catalytic in both metals: titanium and ruthenium (see scheme; Bn=benzyl, PMP=1,2,2,6,6‐pentamethylpiperidine). Catalytic turnover was observed in the formation of the titanium enolates from N‐acyl oxazolidinones, and insight was gained into the inhibitory effect of the amine base.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201101364