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The Sequential Building of Chiral Macrocyclic Bis‐β‐Lactams by Double Staudinger–Cu‐Catalyzed Azide–Alkyne Cycloadditions |
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| Authors: | Daniel Pellico Mar Gómez‐Gallego Prof Pedro Ramírez‐López Dr María José Mancheño Prof Miguel A Sierra Prof M Rosario Torres Dr |
| Institution: | 1. Departamento de Química Orgánica, Facultad de Química, Universidad Complutense, 28040 Madrid (Spain), Fax: (+34)?91‐3944310;2. Instituto de Química Orgánica, Consejo Superior de Investigaciones Científicas (CSIC), Juan de la Cierva 3, 28006 Madrid (Spain) |
| Abstract: | A novel approach for the synthesis of macrocyclic bis‐β‐lactams based on the Cu‐catalyzed alkyne–azide cycloaddition (CuAAC) is reported. The procedure is general and allows access to a full range of diastereomerically or enantiomerically pure macrocyclic cavities in good yields. The incorporation of chiral oxazolidinone fragments at C3 in the β‐lactam rings allows the total enantiocontrol of the process. |
| Keywords: | azides copper cycloaddition lactams macrocycles |