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Abstract:
Organic radicals are generally short-lived intermediates with exceptionally high reactivity. Strategically, achieving synthetically useful transformations mediated by organic radicals requires both efficient initiation and selective termination events. Here, we report a new catalytic strategy, namely, bimetallic radical redox-relay, in the regio- and stereoselective rearrangement of epoxides to allylic alcohols. This approach exploits the rich redox chemistry of Ti and Co complexes and merges reductive epoxide ring opening (initiation) with hydrogen atom transfer (termination). Critically, upon effecting key bond-forming and -breaking events, Ti and Co catalysts undergo proton transfer/electron transfer with one another to achieve turnover, thus constituting a truly synergistic dual catalytic system.
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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
ISSN: 0002-7863
Year: 2019
Issue: 24
Volume: 141
Page: 9548-9554
1 4 . 6 1 2
JCR@2019
1 4 . 5 0 0
JCR@2023
ESI Discipline: CHEMISTRY;
ESI HC Threshold:184
JCR Journal Grade:1
CAS Journal Grade:1
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SCOPUS Cited Count:
ESI Highly Cited Papers on the List: 0 Unfold All
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30 Days PV: 0
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