Zuschrift
Pd-Senphos Catalyzed trans-Selective Cyanoboration of 1,3-Enynes
Yuanzhe Zhang,
Dr. Bo Li,
Prof. Dr. Shih-Yuan Liu,
Yuanzhe Zhang
Department of Chemistry, Boston College, Chestnut Hill, MA, 02467-3860 USA
Search for more papers by this authorDr. Bo Li
Department of Chemistry, Boston College, Chestnut Hill, MA, 02467-3860 USA
Search for more papers by this authorCorresponding Author
Prof. Dr. Shih-Yuan Liu
Department of Chemistry, Boston College, Chestnut Hill, MA, 02467-3860 USA
Search for more papers by this authorYuanzhe Zhang,
Dr. Bo Li,
Prof. Dr. Shih-Yuan Liu,
Yuanzhe Zhang
Department of Chemistry, Boston College, Chestnut Hill, MA, 02467-3860 USA
Search for more papers by this authorDr. Bo Li
Department of Chemistry, Boston College, Chestnut Hill, MA, 02467-3860 USA
Search for more papers by this authorCorresponding Author
Prof. Dr. Shih-Yuan Liu
Department of Chemistry, Boston College, Chestnut Hill, MA, 02467-3860 USA
Search for more papers by this authorAbstract
The first trans-selective cyanoboration reaction of an alkyne, specifically a 1,3-enyne, is described. The reported palladium-catalyzed cyanoboration of 1,3-enynes is site-, regio-, and diastereoselective, and is uniquely enabled by the 1,4-azaborine-based Senphos ligand structure. Tetra-substituted alkenyl nitriles are obtained providing useful boron-dienenitrile building blocks that can be further functionalized. The utility of our method has been demonstrated with the synthesis of Satigrel, an anti-platelet aggregating agent.
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