Article ; Online: The Development of a Sulfamate-Tethered Aza-Michael Cyclization Allows for the Preparation of (-)-Negamycin
The Journal of organic chemistry
2024 Volume 89, Issue 8, Page(s) 5911–5916
Abstract: We present the first examples of intramolecular aza-Michael cyclizations of sulfamates and ...
Abstract | We present the first examples of intramolecular aza-Michael cyclizations of sulfamates and sulfamides onto pendant α,β-unsaturated esters, thioesters, amides, and nitriles. Stirring the substrate with catalytic quantities of the appropriate base delivers the product in good yield and excellent diastereoselectivity. The reactions are operationally simple, can be performed open to air, and are tolerant of a variety of important functional groups. We highlight the utility of this technology by using it in the preparation of a (-)-negamycin derivative. |
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Language | English |
Publishing date | 2024-04-10 |
Publishing country | United States |
Document type | Journal Article |
ZDB-ID | 123490-0 |
ISSN | 1520-6904 ; 0022-3263 |
ISSN (online) | 1520-6904 |
ISSN | 0022-3263 |
DOI | 10.1021/acs.joc.4c00604 |
Database | MEDical Literature Analysis and Retrieval System OnLINE |
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