Cyclization Strategies to Polyenes Using Pd(II)-Catalyzed Couplings of Pinacol Vinylboronates |
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| Authors: | Robert G Iafe Daniel G Chan Jonathan L Kuo Byron A Boon Darius J Faizi Tomomi Saga Jonathan W Turner Craig A Merlic |
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| Institution: | Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095-1569, United States. |
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| Abstract: | As a complement to Pd(0)-catalyzed cyclizations, seven Pd(II)-catalyzed cyclization strategies are reported. α,ω-Diynes are selectively hydroborated to bis(boronate esters), which cyclize under Pd(II)-catalysis producing a diverse array of small, medium, and macrocyclic polyenes with controlled E,E, Z,Z, or E,Z stereochemistry. Various functional groups are tolerated including aryl bromides, and applications are illustrated. |
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