β‐Lactam Synthesis through Diodomethane Addition to Amide Dianions
Ali Khalil Ali; Julian Garrec; Mohamed Ali Hassan; Abd El-Sattar, nour; Marie Cordier; Alaa Zidan; Laurent El Kaim;
Abstract
We present a novel route for the quick and easy synthesis of a broad range of β‐lactams. The synthesis involves a [3+1] cyclization of amide dianions with diiodomethane. In contrast to the seminal work of Hirai et al. from 1979, the reaction proved to be a general and efficient approach towards azetidinones. The ease of the process was confirmed by DFT calculations and its power demonstrated by a diversity‐oriented synthesis of β‐lactams with four points of diversity determined by the choice of Ugi adducts as starting materials.
Other data
Title | β‐Lactam Synthesis through Diodomethane Addition to Amide Dianions | Authors | Ali Khalil Ali ; Julian Garrec ; Mohamed Ali Hassan ; Abd El-Sattar, nour ; Marie Cordier ; Alaa Zidan ; Laurent El Kaim | Issue Date | 25-Sep-2017 | Publisher | willy | Journal | angewandte chemi | DOI | doi.org/10.1002/ange.201706315 |
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