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Successive Copper(I)-Catalyzed Cross-Couplings in One Pot: A Novel and Efficient Starting Point for Synthesis of Carbapenems

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journal contribution
posted on 03.07.2008, 00:00 by Biao Jiang, Hua Tian, Zuo-Gang Huang, Min Xu
An efficient approach for synthesizing a series of 2-sulfide carbapenems has been developed using two successive Cu(I)-catalyzed cross-couplings in a single pot. The method involves highly selective intramolecular coupling of lactam and dihaloalkene using 2,2′-bipyridine as a ligand, followed by intermolecular C−S formation in the presence of another ligand (1,10-phenanthroline, PPh3) and mercaptan.