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Synthesis 2022; 54(22): 5089-5098
DOI: 10.1055/s-0040-1719894
DOI: 10.1055/s-0040-1719894
paper
Convenient Approach to Bicyclic Sultams
Authors
Abstract
A method for the synthesis of aminomethyl-substituted five-membered sultams has been developed. The aminomethyl sultams were synthesized from the corresponding iodomethyl derivatives by nucleophilic substitution of the iodine atom with sodium azide followed by reduction on Pd/C. This method was further expanded to side-chain-substituted sultams, starting from amino acid esters, to obtain aminomethyl-containing bicycles. The simple practical procedure and available starting amino acid esters, including chiral examples, make various bicyclic sultams readily available.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1719894.
- Supporting Information (PDF)
Publication History
Received: 03 December 2021
Accepted after revision: 22 December 2021
Article published online:
15 February 2022
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