期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 139, 期 39, 页码 13944-13949出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b08496
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资金
- NIH-NIGMS [R01GM080269]
- Gordon and Betty Moore Foundation
- Caltech
- Amgen
- Swiss National Science Foundation (SNSF) [P2EZP2_148751]
- Swiss National Science Foundation (SNF) [P2EZP2_148751] Funding Source: Swiss National Science Foundation (SNF)
How can you use a ruthenium isomerization catalyst twice? A ruthenium-catalyzed sequence for the formal two-carbon scission of allyl groups to carboxylic acids has been developed. The reaction includes an initial isomerization step using commercially available ruthenium catalysts followed by in situ transformation of the complex to a metal-oxo species, -which is capable of catalyzing, subsequent oxidation reactions. The method enables enantioselective syntheses of challenging alpha-tri- and tetrasubstituted alpha-amino acids including an expedient total synthesis of the antiepileptic drug levetiracetam.
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