Journal
NEW JOURNAL OF CHEMISTRY
Volume 40, Issue 7, Pages 6340-6346Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6nj01019a
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Products obtained from palladium-catalyzed regioselective cis-addition of ( chlorodimethylsilyl)pinacolborane to the alkyne bond of 1,4-disubstituted 1,3-enynes were subjected to Suzuki-Miyaura coupling with alkenyl iodides. Hiyama coupling of the resulting silanol-functionalized trienes provided tetrasubstituted conjugated trienes with different substitution patterns, whereas protiodesilylation with fluoride gave trisubstituted trienes. The methodology presented gives access to conjugated trienes with control of regio- and stereochemistry.
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