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. Author manuscript; available in PMC: 2023 May 1.
Published in final edited form as: Nat Synth. 2022 Apr 11;1(5):352–364. doi: 10.1038/s44160-022-00052-1

Fig. 8 |. Single-atom insertions that leverage carbonyl chemistry.

Fig. 8 |

a, General reaction mechanism for a Beckmann rearrangement reaction (top) with the application demonstrated in the synthesis of azithromycin66 (bottom). b, Representative example of a cyclopropanation reaction used to achieve ring expansion (top) and a synthetic application shown in the synthesis of (+)-pepluanol A72 (bottom). Inserted atoms are circled, and expanded rings are highlighted in red for clarity. TMS, trimethylsilyl; TBS, tert-butyldimethylsilyl.