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Title: Total Synthesis of ( R)-Sarkomycin Methyl Ester via Regioselective Intermolecular Pauson-Khand Reaction and Iridium-Catalyzed Asymmetric Isomerization. Author: Cabré A, Khaizourane H, Garçon M, Verdaguer X, Riera A. Journal: Org Lett; 2018 Jul 06; 20(13):3953-3957. PubMed ID: 29905075. Abstract: A new five-step enantioselective synthesis of ( R)-sarkomycin methyl ester is described. The cyclopentane scaffold was built by a regioselective intermolecular Pauson-Khand reaction. Enantioselectivity was introduced by a novel Ir-catalyzed isomerization reaction. The last steps involved a catalytic hydrogenation of the exocylic double bond, followed by the deprotection and elimination of the amino group. This route is the shortest enantioselective synthesis of this antibiotic reported to date.[Abstract] [Full Text] [Related] [New Search]