Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2011, Issue 20-21, Pages 3904-3910Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201100113
Keywords
Gold; Cyclization; Carbonyl compounds; Alkenes; Fused-ring systems
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Funding
- Ministry of Education, Science and Technology (MEST) [R01-2009-008-3940, 2010-0017149, 2010-0007737]
- NRF [K20802001473-10B120004500]
- National Research Foundation of Korea [2009-0063856, 2008-0061707, 2010-0007737] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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A Au-I-catalyzed intramolecular cyclization reaction of 2-alkenylphenyl carbonyl compounds to afford a variety of indene, indenol, and indanone ring systems was developed. In this process, Au-I serves to activate the carbonyl group of beta-keto esters, aldehydes, and ketones, preferentially exhibiting oxophilicity in the presence of C-C multiple bonds. Furthermore, beta-keto esters could participate as the electrophilic partner in reactions with carbon nucleophile such as alkenes.
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