1990
DOI: 10.1021/jo00313a006
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Palladium-catalyzed cross-coupling of aryl halides and olefinic epoxides via palladium migration

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Cited by 30 publications
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“…After the addition of phenylmercuric chloride to 4,5‐epoxypent‐1‐ene in the presence of stoichiometric or catalytic amounts of Li 2 PdCl 4 [Equation (87)],121 Larock's team reported couplings of aryl iodides with various linear 1, n ‐diene monoepoxides ( n = 4, 5, 7, 13) [Equation (88)] 129. Fair to high yields of the expected allylic alcohols required the careful optimization of the reaction conditions, with small amounts of compounds such as those shown in Scheme being obtained from some substrates.…”
Section: Alkenyl Epoxidesmentioning
confidence: 99%
“…After the addition of phenylmercuric chloride to 4,5‐epoxypent‐1‐ene in the presence of stoichiometric or catalytic amounts of Li 2 PdCl 4 [Equation (87)],121 Larock's team reported couplings of aryl iodides with various linear 1, n ‐diene monoepoxides ( n = 4, 5, 7, 13) [Equation (88)] 129. Fair to high yields of the expected allylic alcohols required the careful optimization of the reaction conditions, with small amounts of compounds such as those shown in Scheme being obtained from some substrates.…”
Section: Alkenyl Epoxidesmentioning
confidence: 99%
“…Rh-catalyzed isocyanide insertion reactions by C-H activation have also been developed by Zhu and coworkers. [9] In 1984, Larock [10] reported that the synthesis of (π-allyl)palladium compounds occurred through a 1,2-palladium migration. Inspired by this work, Larock, [11] Olivier, [12] Zhu, [13] and other groups have subsequently described a series of reactions that occur through a 1,4-palladium migration.…”
Section: Introductionmentioning
confidence: 99%