Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 17, Pages 9696-9706Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b01225
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Funding
- China NSFC [21372055, 21472030, 21672047]
- SKLLTWRE [2017DX03]
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Here we describe a straightforward and efficient approach for regiospecific introduction of an ally! group into cycloalkanol molecules employing a visible-light-mediated ring-opening strategy. A wide range of distally allylated or formylated ketones is furnished from 1-aryl cycloalkanol precursors of variable ring sizes, providing a concise and practical access for the modification of complex natural products. Preliminary mechanistic studies demonstrate that the key O-centered radicals mediate the sequential ring cleavage and allylation/formylation.
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