Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 65, Issue 7, Pages 2003-2006Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo991463u
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Hydroiodonation of trifluoromethyl propargylic alcohols 1 regio- and stereoselectively produce (Z)-2-iodo-3-trifluoromethyl allylic alcohols 2. (Z)-2-Alkynyl-3-trifluoromethyl allylic alcohols 5, available through Pd(PPh3)(4)-mediated coupling of 2 and terminal alkynes 4, cyclize and subsequently isomerize to 3-trifluoroethylfurans 6 upon catalysis under PdCl2(CH3CN)(2) in THF at 5-10 degrees C.
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