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Highly Regio- and Stereoselective Catalytic Synthesis of Conjugated Dienes and Polyenes

Vu T. Nguyen, Hang T. Dang, Hoang H. Pham, Viet D. Nguyen, Carsten Flores-Hansen, Hadi D. Arman and Oleg V. Larionov*

*Department of Chemistry, The University of Texas at San Antonio, San Antonio, Texas 78249, United States, Email: oleg.larionovutsa.edu

V. T. Nguyen, H. T. Dang, H. H. Pham, V. D. Nguyen, C. Flores-Hansen, H. D. Arman, O. V. Larionov, J. Am. Chem. Soc., 2018, 140, 8434-8438.

DOI: 10.1021/jacs.8b05421 (free Supporting Information)


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Abstract

A regioselective base-induced ring opening of readily available sulfolenes followed by a stereoselective palladium-catalyzed cross-coupling enable a practical and scalable dienylation. The dienylation reaction is particularly useful for the synthesis of synthetically challenging dienes containing cis double bonds and conjugated polyenes.

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Key Words

dienes


ID: J48-Y2018