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A Dual CuH- and Pd-Catalyzed Stereoselective Synthesis of Highly Substituted 1,3-Dienes
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Conjugated dienes are versatile building blocks and prevalent substructures in synthetic chemistry. Herein, we report a method for the stereoselective hydroalkenylation of alkynes, utilizing readily available enol triflates. We leveraged an in situ-generated and geometrically pure vinyl-Cu(I) species to form the Z,Z- or Z,E-1,3-dienes in excellent stereoselectivity and yield. This approach allowed for the synthesis of highly substituted Z-dienes, including pentasubstituted 1,3-dienes, which are difficult to prepare by existing approaches.
Date issued
2021-11-19Journal
Organic Letters
Publisher
American Chemical Society (ACS)
Citation
Hou, Chuan-Jin, Schuppe, Alexander W, Knippel, James Levi, Ni, Anton Z and Buchwald, Stephen L. 2021. "A Dual CuH- and Pd-Catalyzed Stereoselective Synthesis of Highly Substituted 1,3-Dienes." Organic Letters, 23 (22).
Version: Original manuscript