Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 359, Issue 23, Pages 4244-4249Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201700978
Keywords
palladium-catalyzed; para-quinone methides; spirocyclic compounds; oxa-[4+2] annulation; allylation
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Funding
- National Natural Science Foundation of China [NSFC21502232, NSFC 21572272]
- Natural Science Foundation of Jiangsu Province [BK20140655]
- Foundation of State Key Laboratory of Natural Medicines [ZZYQ201605]
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A palladium-catalyzed oxa-[4+ 2] annulation of para-quinone methides with allyl carbonates bearing a nucleophilic alcohol side chain has been developed. This method provided an efficient strategy to the construction of 2-oxaspiro-cyclohexadienones via 1,6-conjugated addition-mediated allylation in moderate to good yields. Preliminary results on asymmetric derivatives promised potential in the synthesis of enantioenriched frameworks.
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