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Highly regioselective palladium-catalyzed internal arylation of allyltrimethylsilane with aryl triflates
1998 (English)In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 63, no 15, p. 5076-5079Article in journal (Refereed) Published
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Abstract [en]

Highly regioselective ligand-controlled Heck-arylation reactions of allyltrimethylsilane, delivering branched beta-products, were performed in moderate to good yields. The high preference for internal over terminal double-bond arylation suggests a contribution from the beta-cation-stabilizing effect of silicon. Microwave-promoted palladium-catalyzed coupling reactions proceeded with the same regioselectivity in six entries out of eight with the reaction times cut sharply down to 5-10 min.

Place, publisher, year, edition, pages
Univ Uppsala, Ctr Biomed, Dept Organ Pharmaceut Chem, SE-75123 Uppsala, Sweden., 1998. Vol. 63, no 15, p. 5076-5079
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Organic Chemistry
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URN: urn:nbn:se:uu:diva-275392DOI: 10.1021/jo980249nISI: 000075263100029OAI: oai:DiVA.org:uu-275392DiVA, id: diva2:900247
Available from: 2016-02-03 Created: 2016-02-03 Last updated: 2017-11-30

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