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![Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F51444.jpg&w=3840&q=50)
Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions
Published on: March 20, 2014
Palladium-catalyzed tandem cyclization/suzuki coupling reaction of 1,2,7-trienes
1State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, and Graduate School of the Chinese Academy of Sciences, Shanghai 200032, China.
Abstract:
[reaction: see text] A Pd(0)-catalyzed 1,2,7-triene cyclization/arylation cascade reaction was realized via pi-allylpalladium intermediate formation and a subsequent Suzuki coupling reaction to preferentially give a five-membered ring product with a stereodefined exocyclic double bond. Excellent cis/trans selectivity was achieved (only cis-3 was isolated) with heteroatom-tethered 1,2,7-triene substrates.
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